Substituted 1-(diazinyl)pyrazol-4-ylacetic acids, processes for their preparation and their use as herbicides and plant growth regulators

ABSTRACT

The invention relates to 1-(3-diazinyl)pyrazol-4-ylacetic acid derivatives of the general formula (I) and salts thereof 
                         
in which Het, R 1 , R 2 , R 3 , R 4 , R 5 , R 6  and n are as defined in the specification. The compounds (I) and their salts are suitable as herbicides and plant growth regulators, in particular as herbicides for the selective control of harmful plants in crops of useful plants, and can be prepared by processes as described in the specification.

Any foregoing applications, including EP 08010947.3, filed on 17 Jun.2008, and all documents cited therein or during their prosecution(“application cited documents”) and all documents cited or referenced inthe application cited documents, and all documents cited or referencedherein (“herein cited documents”), and all documents cited or referencedin herein cited documents, together with any manufacturer'sinstructions, descriptions, product specifications, and product sheetsfor any products mentioned herein or in any document incorporated byreference herein, are hereby incorporated herein by reference, and maybe employed in the practice of the invention.

DESCRIPTION

The invention relates to the technical field of the herbicides and plantgrowth regulators, for example the herbicides for controllingbroad-leaved weeds and weed grasses in crops of useful plants or theplant growth regulators which can be used for influencing the growth ofcrop plants.

In their application, crop protection agents known to date for theselective control of harmful plants in crops of useful plants or activecompounds for controlling unwanted vegetation sometimes havedisadvantages, be it (a) that they have no or else insufficientherbicidal activity against particular harmful plants, (b) that thespectrum of harmful plants which can be controlled with an activecompound is not wide enough, (c) that their selectivity in crops ofuseful plants is too low or that they have a toxicologically unfavorableprofile. Other active compounds which can be used as plant growthregulators for a number of useful plants cause unwanted reduced harvestyields in other useful plants or are not compatible with the crop plant,or only within a narrow application rate range. Other known activecompounds cannot be produced economically on an industrial scale owingto precursors and reagents which are difficult to obtain, or they haveonly insufficient chemical stabilities. In the case of other activecompounds, the activity is too highly dependent on environmentalconditions, such as weather and soil conditions.

Herbicidal 3-(hetero)aryl-4-[(hetero)arylcarbonyl]pyrazole compounds areknown from EP-A-0822187 (U.S. Pat. No. 5,939,559) and the literaturecited therein.

U.S. Pat. No. 4,146,721 discloses pyrazolylacetic acids as analgesics,antipyretics and antiinflammatory agents; however, a use as pesticides,in particular herbicides, has not been described.

U.S. Pat. No. 4,095,025 describes 1,3-diarylpyrazole-4-acrylic acids andderivatives thereof for pharmaceutical (for example anti inflammatory)purposes.

WO 2004/089931 (US 2006-264419) describes substituted pyrazoles havingoptionally substituted phenyl or pyrid-3-yl radicals at the nitrogenatom in position 1 of the pyrazole for the treatment and prophylaxis ofdiseases modulated by binding of the compounds to 5 HT receptors.

For the reasons mentioned, there is still a need for alternative, highlyactive herbicides for the selective application in plant crops and useon non-crop land. It is also desirable to prepare alternative chemicallyactive compounds which, if appropriate, can be used advantageously asherbicides or plant growth regulators.

The present invention provides compounds of the formula (I) or saltsthereof

in which

-   Het is a six-membered heteroaromatic radical having two heteroatoms    as ring atoms, where the heteroatoms in the ring are nitrogen atoms    and at least one nitrogen atom in the ring is located in the    1,3-position to the ring carbon atom which is attached to the    pyrazole radical,-   R¹ is hydrogen or a hydrolyzable radical, preferably hydrogen or an    optionally substituted hydrocarbon radical or an optionally    substituted heterocyclyl radical, where each of the two    last-mentioned carbon-containing radicals has, including    substituents, 1 to 30 carbon atoms, preferably 1 to 24 carbon atoms,    in particular 1 to 20 carbon atoms, or    -   a radical of the formula SiR^(a)R^(b)R^(c), —NR^(a)R^(b) or        —N═CR^(c)R^(d),        -   where in the 3 last-mentioned formulae each of the radicals            R^(a), R^(b), R^(c) and R^(d) independently of the others is            hydrogen or an optionally substituted hydrocarbon radical or            R^(a) and R^(b) together with the nitrogen atom are a 3- to            9-membered heterocycle which, in addition to the nitrogen            atom, may contain one or two further ring heteroatoms            selected from the group consisting of N, O and S and which            is unsubstituted or substituted, or R^(c) and R^(d) together            with the carbon atom are a 3- to 9-membered carbocyclic            radical or a heterocyclic radical which may contain 1 to 3            ring heteroatoms selected from the group consisting of N, O            and S, where the carbocyclic or heterocyclic radical is            unsubstituted or substituted,        -   where each of the radicals R^(a), R^(b), R^(c) and R^(d)            including substituents has up to 30 carbon atoms, preferably            up to 24 carbon atoms, in particular up to 20 carbon atoms,-   R² is hydrogen, halogen or (C₁-C₆)-alkyl which is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and    (C₁-C₄)-haloalkoxy,-   R³ is hydrogen, halogen or (C₁-C₆)-alkyl which is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and    (C₁-C₄)-haloalkoxy, or-   R² and R³ together with the carbon atom to which they are attached    are a carbocyclic saturated or partially unsaturated ring having 3    to 6 carbon atoms which is unsubstituted or substituted by one or    more radicals selected from the group consisting of halogen and    (C₁-C₄)-alkyl, and-   R⁴ is hydrogen, halogen, cyano, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl or    (C₂-C₆)-alkynyl,    -   where each of the three last-mentioned radicals is unsubstituted        or substituted by one or more radicals selected from the group        consisting of halogen, cyano, hydroxyl, (C₁-C₄)-alkoxy,        (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,        (C₁-C₄)-alkylthio and optionally halogen-, cyano-,        (C₁-C₄)-alkyl- or (C₁-C₄)-haloalkyl-substituted        (C₃-C₉)-cycloalkyl, or preferably unsubstituted or substituted        by one or more radicals selected from the group consisting of        halogen, cyano, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and optionally        halogen-, cyano-, (C₁-C₄)-alkyl- or        (C₁-C₄)-haloalkyl-substituted (C₃-C₉)-cycloalkyl, or    -   (C₃-C₉)-cycloalkyl, (C₅-C₉)-cycloalkenyl or        (C₅-C₉)-cycloalkynyl, where each of the 3 last-mentioned        radicals is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen, (C₁-C₄)-alkyl,        (C₁-C₄)-haloalkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,        (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy and (C₁-C₄)-alkylthio, or    -   phenyl which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen, cyano,        nitro, carboxy, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,        (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl, (C₁-C₄)-alkoxy,        (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,        (C₁-C₄)-alkylthio, (C₁-C₄)-alkanoyl, (C₁-C₄)-haloalkanoyl,        [(C₁-C₄)-alkoxy]carbonyl and [(C₁-C₄)-haloalkoxy]carbonyl, or    -   (C₁-C₆)-alkanoyl which is unsubstituted or substituted by one or        more radicals selected from the group consisting of halogen,        cyano, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and optionally        halogen-, cyano-, (C₁-C₄)-alkyl- or        (C₁-C₄)-haloalkyl-substituted (C₃-C₆)-cycloalkyl, or    -   [(C₁-C₄)-alkoxy]carbonyl which is unsubstituted or substituted        by one or more radicals selected from the group consisting of        halogen, cyano, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and optionally        halogen-, cyano-, (C₁-C₄)-alkyl- or        (C₁-C₄)-haloalkyl-substituted (C₃-C₆)-cycloalkyl, or    -   [(C₃-C₉)-cycloalkoxy]carbonyl which is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,        (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl, (C₁-C₄)-alkoxy,        (C₁-C₄)-haloalkoxy and (C₁-C₄)-alkylthio,-   R⁵ is an aryl radical which is unsubstituted or substituted and,    including substituents, has 6 to 30 carbon atoms, preferably 6 to 24    carbon atoms, in particular 6 to 20 carbon atoms, or    -   a heteroaromatic radical having 1 to 4 ring heteroatoms selected        from the group consisting of N, O and S which is unsubstituted        or substituted and, including substituents, has 1 to 30 carbon        atoms, preferably 1 to 24 carbon atoms, in particular 1 to 20        carbon atoms, and-   (R⁶)_(n) are n substituents R⁶, where R⁶, in the case that n=1, or    each of the substituents R⁶ independently of the others, in the case    that n is greater than 1, is a radical halogen, hydroxyl, amino,    nitro, carboxy, cyano, carbamoyl, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkylthio-(C₁-C₄)-alkyl, mono-    or di-[(C₁-C₄)-alkyl]aminoalkyl, hydroxy-(C₁-C₄)-alkyl,    (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,    (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy, (C₁-C₆)-haloalkoxy,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,    (C₁-C₆)-haloalkylthio, [(C₁-C₆)-alkoxy]carbonyl,    [(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl,    (C₁-C₆)-haloalkanoyl, mono- or di-[(C₁-C₄)-alkyl]aminocarbonyl,    mono- or di-[(C₁-C₆)-acyl]amino, mono- or di-[(C₁-C₄)-alkyl]amino,    N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,    (C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl,    (C₁-C₆)-haloalkylsulfonyl, (C₃-C₉)-cycloalkyl or    (C₅-C₉)-cycloalkenyl, where each of the two last-mentioned radicals    is unsubstituted or substituted by one or more radicals selected    from the group consisting of halogen, (C₁-C₄)-alkyl and    (C₁-C₄)-haloalkyl, and-   n is 0, 1, 2 or 3.

By addition of a suitable inorganic or organic acid, such as, forexample, HCl, HBr, H₂SO₄ or HNO₃, but also oxalic acid or sulfonicacids, onto a basic group, such as, for example, amino or alkylamino,the compounds of the formula (I) may form salts. Suitable substituentspresent in deprotonated form, such as, for example, sulfonic acids orcarboxylic acids, may form inner salts with groups which for their partcan be protonated, such as amino groups. Salts may also be formed byreplacing the hydrogen of suitable substituents, such as, for example,sulfonic acids or carboxylic acids, by an agriculturally suitablecation. These salts are, for example, metal salts, in particular alkalimetal salts or alkaline earth metal salts, especially sodium salts andpotassium salts, or else ammonium salts, salts with organic amines orquaternary ammonium salts.

In the formula (I) and all subsequent formulae, terms for chemicalradicals are used which have in particular the meanings illustratedbelow.

A hydrolyzable radical (see definition of R¹) is a radical which can behydrolyzed under application conditions, for example a radical which canbe hydrolyzed even in the spray liquor or in particular under thephysiological conditions in plants, where a compound of the formula (I)having the carboxylic ester group —CO—OR¹ (R¹ is not hydrogen) ishydrolyzed to the compound of the formula (I) having the carboxylic acidgroup —CO—OH (i.e. the compound (I) where R¹=H). Expressly, thedefinition of the hydrolyzable radicals also includes radicals whereR¹=hydrocarbon radical or heterocyclyl radical, the two last-mentionedradicals being unsubstituted or substituted, even if some of them arehydrolyzable comparatively slowly.

A hydrocarbon radical is an aliphatic, cycloaliphatic or aromaticmonocyclic or, in the case of an optionally substituted hydrocarbonradical, also a bicyclic or polycyclic organic radical based on theelements carbon and hydrogen, including, for example, the radicalsalkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, phenyl,naphthyl, indanyl, indenyl, etc.; this applies correspondingly tohydrocarbon radicals in composite meanings, such as hydrocarbonoxyradicals or other hydrocarbon radicals attached via heteroatom groups.

Unless defined in more detail, the hydrocarbon radicals preferably have1 to 20 carbon atoms, more preferably 1 to 16 carbon atoms, inparticular 1 to 12 carbon atoms.

The hydrocarbon radicals, also in the special radicals alkyl, alkoxy,haloalkyl, haloalkoxy, alkylamino and alkylthio, and also thecorresponding unsaturated and/or substituted radicals may in each casebe straight-chain or branched in the carbon skeleton.

The expression “(C₁-C₄)-alkyl” is a brief notation for alkyl having from1 to 4 carbon atoms, i.e. encompasses the methyl, ethyl, 1-propyl,2-propyl, 1-butyl, 2-butyl, 2-methylpropyl or tert-butyl radicals.General alkyl radicals with a larger specified range of carbon atoms,for example “(C₁-C₆)-alkyl”, correspondingly also include straight-chainor branched alkyl radicals having a larger number of carbon atoms, i.e.,according to the example, also the alkyl radicals having 5 and 6 carbonatoms.

Unless stated specifically, preference is given to the lower carbonskeletons, for example having from 1 to 6 carbon atoms, or having from 2to 6 carbon atoms in the case of unsaturated groups, in the case of thehydrocarbon radicals such as alkyl, alkenyl and alkynyl radicals,including in combined radicals. Alkyl radicals, including in thecombined definitions such as alkoxy, haloalkyl, etc., are, for example,methyl, ethyl, n- or isopropyl, n-, iso-, t- or 2-butyl, pentyls, hexylssuch as n-hexyl, isohexyl and 1,3-dimethylbutyl, heptyls such asn-heptyl, 1-methylhexyl and 1,4-dimethylpentyl; alkenyl and alkynylradicals are defined as the possible unsaturated radicals correspondingto the alkyl radicals; alkenyl is, for example, vinyl, allyl,1-methyl-2-propenyl, 2-methyl-2-propenyl, 2-butenyl, pentenyl,2-methylpentenyl or hexenyl group, preferably allyl,1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl,but-3-en-1-yl, 1-methylbut-3-en-1-yl or 1-methylbut-2-en-1-yl.

Alkenyl also includes in particular straight-chain or branchedhydrocarbon radicals having more than one double bond, such as1,3-butadienyl and 1,4-pentadienyl, but also allenyl or cumulenylradicals having one or more cumulated double bonds, for exampleallenyl(1,2-propadienyl), 1,2-butadienyl and 1,2,3-pentatrienyl.

Alkynyl is, for example, propargyl, but-2-yn-1-yl, but-3-yn-1-yl,1-methylbut-3-yn-1-yl. Alkynyl also includes, in particular,straight-chain or branched hydrocarbon radicals having more than onetriple bond or else having one or more triple bonds and one or moredouble bonds, for example 1,3-butatrienyl or 3-penten-1-yn-1-yl.

A 3- to 9-membered carbocyclic ring is (C₃-C₉)-cycloalkyl or(C₅-C₉)-cycloalkenyl.

-   (C₃-C₉)-Cycloalkyl is a carbocyclic saturated ring system having    preferably 3-9 carbon atoms, for example cyclopropyl, cyclobutyl,    cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl or cyclononyl. In    the case of substituted cycloalkyl, cyclic systems with substituents    are included, where the substituents may also be bonded by a double    bond on the cycloalkyl radical, for example an alkylidene group such    as methylidene.-   (C₅-C₉)-Cycloalkenyl is a carbocyclic, nonaromatic, partially    unsaturated ring system having 5-9 carbon atoms, for example    1-cyclobutenyl, 2-cyclobutenyl, 1-cyclopentenyl, 2-cyclopentenyl,    3-cyclopentenyl, or 1-cyclohexenyl, 2-cyclohexenyl, 3-cyclohexenyl,    1,3-cyclohexadienyl or 1,4-cyclohexadienyl. In the case of    substituted cycloalkenyl, the explanations for substituted    cycloalkyl apply correspondingly.

Alkylidene, for example also in the form of (C₁-C₁₀)-alkylidene, is theradical of a straight-chain or branched alkane which is bonded via adouble bond, the position of the binding site not yet being fixed. Inthe case of a branched alkane, of course, only positions at which twohydrogen atoms may be replaced by the double bond are possible; radicalsare, for example, ═CH₂, ═CH—CH₃, ═C(CH₃)—CH₃, ═C(CH₃)—C₂H₅ or═C(C₂H₅)—C₂H₅.

Halogen is, for example, fluorine, chlorine, bromine or iodine.Haloalkyl, -alkenyl and -alkynyl are, respectively, alkyl, alkenyl andalkynyl substituted partly or fully by identical or different halogenatoms, preferably from the group of fluorine, chlorine and bromine, inparticular from the group of fluorine and chlorine, for examplemonohaloalkyl, perhaloalkyl, CF₃, CHF₂, CH₂F, CF₃CF₂, CH₂FCHCl, CCl₃,CHCl₂, CH₂CH₂Cl; haloalkoxy is, for example, OCF₃, OCHF₂, OCH₂F,CF₃CF₂O, OCH₂CF₃ and OCH₂CH₂Cl; the same applies to haloalkenyl andother halogen-substituted radicals.

Aryl is a mono-, bi- or polycyclic aromatic system, for example phenyl,naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalenyl, fluoroenyland the like, preferably phenyl.

Optionally substituted aryl also includes polycyclic systems such astetrahydronaphthyl, indenyl, indanyl, fluorenyl, biphenylyl, where thepoint of attachment is at the aromatic system.

A heterocyclic radical (heterocyclyl) contains at least one heterocyclicring (=carbocyclic ring in which at least one carbon atom is replaced bya heteroatom, preferably by a heteroatom from the group consisting of N,O, S, P, B, Si, Se) which is saturated, unsaturated or heteroaromaticand which may be unsubstituted or substituted, where the point ofattachment is located at a ring atom.

Unless defined otherwise, it preferably contains one or more, inparticular 1, 2 or 3, heteroatoms in the heterocyclic ring, preferablyfrom the group consisting of N, O, and S; it is preferably an aliphaticheterocyclyl radical having 3 to 7 ring atoms or a heteroaromaticradical having 5 or 6 ring atoms. The heterocyclic radical can, forexample, be a heteroaromatic radical or ring (heteroaryl), such as, forexample, a mono-, bi- or polycyclic aromatic system in which at least 1ring contains one or more heteroatoms.

If the heterocyclyl radical or the heterocyclic ring is optionallysubstituted, it may be fused to other carbocyclic or heterocyclic rings.Preference is given to benzo-fused heterocyclic or heteroaromatic rings.

Optionally substituted heterocyclyl also includes polycyclic systems,such as, for example, 8-azabicyclo[3.2.1]octanyl or1-azabicyclo[2.2.1]heptyl.

Optionally substituted heterocyclyl also includes spirocyclic systems,such as, for example, 1-oxa-5-aza-spiro[2.3]hexyl.

Preferred is a radical of a heteroaromatic ring having a heteroatom fromthe group consisting of N, O and S, for example the radical of a five-or six-membered ring, such as pyridyl, pyrrolyl, thienyl or furyl;

preference is furthermore given to a radical of a correspondingheteroaromatic ring having 2, 3 or 4 heteroatoms, for examplepyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, tetrazinyl, thiazolyl,thiadiazolyl, oxazolyl, isoxazolyl, pyrazolyl, imidazolyl or triazolylor tetrazolyl.

Here, preference is given to a radical of a heteroaromatic five- orsix-membered ring having 1 to 4 heteroatoms, such as, for example,1,2,3-triazolyl, 1,2,4-triazolyl, tetrazolyl, isothiazolyl,1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-oxadiazolyl,1,2,5-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl,1,3,4-thiadiazolyl, 1,2,5-thiadiazolyl, tetrazolyl, 1,2,3-triazinyl,1,2,4-triazinyl, 1,3,5-triazinyl, 1,2,3,4-tetrazinyl,1,2,3,5-tetrazinyl, 1,2,4,5-tetrazinyl, thiazolyl, isothiazolyl,oxazolyl, isoxazolyl, pyrazolyl, imidazolyl.

More preference is given here to heteroaromatic radicals offive-membered heterocycles having 3 nitrogen atoms, such as1,2,3-triazol-1-yl, 1,2,3-triazol-4-yl, 1,2,3-triazol-5-yl,1,2,5-triazol-1-yl, 1,2,5-triazol-3-yl, 1,3,4-triazol-1-yl,1,3,4-triazol-2-yl, 1,2,4-triazol-3-yl, 1,2,4-triazol-5-yl;

more preference is also given to heteroaromatic radicals of six-memberedheterocycles having 3 nitrogen atoms, such as 1,3,5-triazin-2-yl,1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl, 1,2,4-triazin-6-yl,1,2,3-triazin-4-yl, 1,2,3-triazin-5-yl;

more preference is also given to heteroaromatic radicals offive-membered heterocycles having 2 nitrogen atoms and 1 oxygen atom,such as 1,2,4-oxadiazol-3-yl; 1,2,4-oxadiazol-5-yl,1,3,4-oxadiazol-2-yl, 1,2,3-oxadiazol-4-yl, 1,2,3-oxadiazol-5-yl,1,2,5-oxadiazol-3-yl,more preference is also given to heteroaromatic radicals offive-membered heterocycles having two nitrogen atoms and one sulfuratom, such as 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl,1,3,4-thiadiazol-2-yl, 1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl,1,2,5-thiadiazol-3-yl;more preference is also given to heteroaromatic radicals offive-membered heterocycles having four nitrogen atoms, such as1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-5-yl, 1,2,3,5-tetrazol-1-yl,1,2,3,5-tetrazol-4-yl, 2H-1,2,3,4-tetrazol-5-yl,1H-1,2,3,4-tetrazol-5-yl,more preference is also given to heteroaromatic radicals of six-memberedheterocycles, such as 1,2,4,5-tetrazin-3-yl;more preference is also given to heteroaromatic radicals offive-membered heterocycles having three nitrogen atoms and one oxygen orsulfur atom, such as 1,2,3,4-oxatriazol-5-yl; 1,2,3,5-oxatriazol-4-yl;1,2,3,4-thiatriazol-5-yl; 1,2,3,5-thiatriazol-4-yl;more preference is also given to heteroaromatic radicals of six-memberedheterocycles, such as, for example, 1,2,4,6-thiatriazin-1-yl;1,2,4,6-thiatriazin-3-yl; 1,2,4,6-thiatriazin-5-yl.

Preference is furthermore given to the heterocyclic radical or ring of apartially or fully hydrogenated heterocyclic radical having a heteroatomfrom the group consisting of N, O and S, for example oxiranyl, oxetanyl,oxolanyl (=tetrahydrofuryl), oxanyl, pyrrolinyl, pyrrolidyl orpiperidyl.

Preference is furthermore also given to a partially or fullyhydrogenated heterocyclic radical having 2 heteroatoms selected from thegroup consisting of N, O and S, for example piperazinyl, dioxolanyl,oxazolinyl, isoxazolinyl, oxazolidinyl, isoxazolidinyl and morpholinyl.Suitable substituents for a substituted heterocyclic radical arefurthermore the substituents mentioned further below, and additionallyalso oxo. The oxo group can also be present at the ring heteroatomswhich may exist in various oxidation states, for example at N and S.

Preferred examples of heterocyclyl are a heterocyclic radical having 3to 6 ring atoms from the group consisting of pyridyl, thienyl, furyl,pyrrolyl, oxiranyl, 2-oxetanyl, 3-oxetanyl, oxolanyl (=tetrahydrofuryl),pyrrolidyl, piperidyl, in particular oxiranyl, 2-oxetanyl, 3-oxetanyl oroxolanyl, or a heterocyclic radical having two or three heteroatoms, forexample pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, thiazolyl,thiadiazolyl, oxazolyl, isoxazolyl, pyrazolyl, triazolyl, piperazinyl,dioxolanyl, oxazolinyl, isoxazolinyl, oxazolidinyl, isoxazolidinyl ormorpholinyl.

Preferred heterocyclic radicals also include benzo-condensed orbenzo-fused heteroaromatic rings, for example benzofuryl, benzisofuryl,benzothiophenyl, benzisothiophenyl, isobenzothiophenyl, indolyl,isoindolyl, indazolyl, benzimidazolyl, benzotriazolyl, benzoxazolyl,1,2-benzisoxazolyl, 2,1-benzisoxazolyl, benzothiazolyl,1,2-benzisothiazolyl, 2,1-benzisothiazolyl, 1,2,3-benzoxadiazolyl,2,1,3-benzoxadiazolyl, 1,2,3-benzothiadiazolyl, 2,1,3-benzothiadiazolyl,quinolyl(quinolinyl), isoquinolyl(isoquinolinyl), cinnolinyl,phthalazinyl, quinazolinyl, quinoxalinyl, naphthyridinyl,benzotriazinyl, purinyl, pteridinyl, indolizinyl, benzo-1,3-dioxylyl,4H-benzo-1,3-dioxinyl, and 4H-benzo-1,4-dioxinyl, and, where possible,N-oxides and salts thereof.

When a base structure is substituted “by one or more radicals” from alist of radicals (=group) or a generically defined group of radicals,this in each case includes simultaneous substitution by a plurality ofidentical and/or structurally different radicals.

Substituted radicals, such as a substituted alkyl, alkenyl, alkynyl,cycloalkyl, aryl, phenyl, benzyl, heterocyclyl and heteroaryl radical,are, for example, a substituted radical derived from the unsubstitutedbase structure, where the substituents are, for example, one or more,preferably 1, 2 or 3, radicals selected from the group of halogen,alkoxy, alkylthio, hydroxyl, amino, nitro, carboxy, cyano, azido,alkoxycarbonyl, alkylcarbonyl, formyl, carbamoyl, mono- anddialkylaminocarbonyl, substituted amino such as acylamino, mono- anddialkylamino, and alkylsulfinyl, alkylsulfonyl and, in the case ofcyclic radicals, also alkyl, haloalkyl, alkylthioalkyl, alkoxyalkyl,optionally substituted mono- and dialkylaminoalkyl and hydroxyalkyl; inthe term “substituted radicals”, such as substituted alkyl, etc.,substituents include, in addition to the saturated hydrocarbon radicalsmentioned, corresponding unsaturated aliphatic and aromatic radicals,such as optionally substituted alkenyl, alkynyl, alkenyloxy, alkynyloxy,phenyl, phenoxy, etc. In the case of substituted cylic radicals havingaliphatic moieties in the ring, cyclic systems with those substituentswhich are bonded on the ring by a double bond are also included, forexample substituted by an alkylidene group such as methylidene orethylidene.

The substituents mentioned by way of example (“first substituent level”)may, when they contain hydrocarbon moieties; optionally be furthersubstituted there (“second substituent level”), for example by one ofthe substituents as defined for the first substituent level.Corresponding further substituent levels are possible. The term“substituted radical” preferably includes only one or two substituentlevels.

“Base radical” refers to the respective base structure of a radical towhich substituents of a substituent level are attached.

Preferred substituents for the substituent levels are, for example,amino, hydroxyl, halogen, nitro, cyano, mercapto, carboxy, carbonamide,SF₅, aminosulfonyl, alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl,monoalkylamino, dialkylamino, N-alkanoylamino, alkoxy, alkenyloxy,alkynyloxy, cycloalkoxy, cycloalkenyloxy, alkoxycarbonyl,alkenyloxycarbonyl, alkynyloxycarbonyl, aryloxycarbonyl, alkanoyl,alkenylcarbonyl, alkynylcarbonyl, arylcarbonyl, alkylthio,cycloalkylthio, alkenylthio, cycloalkenylthio, alkynylthio,alkylsulfinyl, alkylsulfonyl, monoalkylaminosulfonyl,dialkylaminosulfonyl, N-alkylaminocarbonyl, N,N-dialkyl-aminocarbonyl,N-alkanoylaminocarbonyl, N-alkanoyl-N-alkylaminocarbonyl, aryl, aryloxy,benzyl, benzyloxy, benzylthio, arylthio, arylamino and benzylamino. Itis also possible for two substituents together to form a saturated orunsaturated hydrocarbon bridge or a corresponding bridge in which carbonatoms, CH groups or CH₂ groups are replaced by heteroatoms, thus forminga condensed or fused-on cycle. Preference is given here to benzo-fusedsystems on the basis of the base structure.

Optionally substituted phenyl is preferably phenyl or phenyl which isunsubstituted or substituted by one or more radicals selected from thegroup consisting of halogen, cyano, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,(C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy,(C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio and nitro, inparticular phenyl which is optionally substituted by one or moreradicals selected from the group consisting of halogen, (C₁-C₄)-alkyl,(C₁-C₄)-haloalkyl and (C₁-C₄)-alkoxy.

In the case of radicals with carbon atoms, preference is given to thosehaving from 1 to 6 carbon atoms, preferably from 1 to 4 carbon atoms, inparticular 1 or 2 carbon atoms. In general, preferred substituents arethose from the group of halogen, e.g. fluorine and chlorine,(C₁-C₄)-alkyl, preferably methyl or ethyl, (C₁-C₄)-haloalkyl, preferablytrifluoromethyl, (C₁-C₄)-alkoxy, preferably methoxy or ethoxy,(C₁-C₄)-haloalkoxy, nitro and cyano. Particular preference is given tothe substituents methyl, methoxy, fluorine and chlorine.

Substituted amino, such as mono- or disubstituted amino, is a radicalfrom the group of the substituted amino radicals which areN-substituted, for example, by one or two identical or differentradicals selected from the group of alkyl, alkoxy, acyl and aryl;preferably mono- and dialkylamino, mono- and diarylamino, acylamino,N-alkyl-N-arylamino, N-alkyl-N-acylamino and N-heterocycles; preferenceis given to alkyl radicals having from 1 to 4 carbon atoms; aryl ispreferably phenyl or substituted phenyl; acyl is as defined below,preferably (C₁-C₄)-alkanoyl. The same applies to substitutedhydroxylamino or hydrazino.

Acyl is a radical of an organic acid which arises in a formal sense byremoval of a hydroxyl group on the acid function, and the organicradical in the acid may also be bonded to the acid function via aheteroatom. Examples of acyl are the —CO—R radical of a carboxylic acidHO—CO—R and radicals of acids derived therefrom, such as those ofthiocarboxylic acid, optionally N-substituted iminocarboxylic acids orthe radical of carbonic monoesters, N-substituted carbamic acid,sulfonic acids, sulfinic acids, N-substituted sulfonamide acids,phosphonic acids or phosphinic acids. Acyl is, for example, formyl,alkylcarbonyl such as [(C₁-C₄)-alkyl]carbonyl, phenylcarbonyl,alkyloxycarbonyl, phenyloxycarbonyl, benzyloxycarbonyl, alkylsulfonyl,alkylsulfinyl, N-alkyl-1-iminoalkyl and other radicals of organic acids.The radicals may each be substituted further in the alkyl or phenylmoiety, for example in the alkyl moiety by one or more radicals selectedfrom the group of halogen, alkoxy, phenyl and phenoxy; examples ofsubstituents in the phenyl moiety are the substituents already mentionedabove in general for substituted phenyl. Acyl is preferably an acylradical in the narrower sense, i.e. a radical of an organic acid inwhich the acid group is bonded directly to the carbon atom of an organicradical, for example formyl, alkylcarbonyl such as acetyl or[(C₁-C₄)-alkyl]carbonyl, phenylcarbonyl, alkylsulfonyl, alkylsulfinyland other radicals of organic acids. More preferably, acyl is analkanoyl radical having 1 to 6 carbon atoms, in particular 1 to 4 carbonatoms. Here, (C₁-C₄)-alkanoyl is the radical of an alkanoic acid having1 to 4 carbon atoms after removal of the OH group of the acid group,i.e. formyl, acetyl, n-propionyl, isopropionyl or n-, iso-, sec- ortert-butanoyl.

The “yl position” of a radical denotes the carbon atom having the freebond. Compounds of the formula (I) according to the invention andcompounds of the formula (I) used according to the invention (and, ifappropriate, salts thereof) are in short also referred to as “compounds(I)”.

The invention also provides all stereoisomers which are encompassed byformula (I) and mixtures thereof. Such compounds of the formula (I)contain one or more asymmetric carbon atoms or else double bonds whichare not stated specifically in the general formulae (I). The possiblestereoisomers defined by their specific three-dimensional shape, such asenantiomers, diastereomers, Z- and E-isomers, are all encompassed by theformula (I) and can be obtained from mixtures of the stereoisomers bycustomary methods or else prepared by stereoselective reactions incombination with the use of stereochemically pure starting materials.

The invention also provides all the tautomers of the compounds of theformula (I) which can be formed be shifting a hydrogen atom (for exampleketo/enol tautomers). The tautomers are also included in the compound ofthe formula (I), even if formally the formula (I) describes only one ofthe tautomers in the equilibrium or only one of the interconvertibletautomers correctly.

The compounds of the formula (I) also include all physical forms inwhich these may be present as the pure substance or optionally as amixture with other compounds, in particular also polymorphic crystallineforms of the compounds of the formula (I) or their salts or solvates(for example hydrates).

For reasons of higher herbicidal action, better selectivity and/orbetter preparability in particular, inventive compounds of the formula(I) mentioned or salts thereof and their use according to the inventionwhere individual radicals have one of the preferred definitions alreadymentioned or mentioned hereinafter, or especially those in which one ormore of the preferred definitions already mentioned or mentionedhereinafter occur in combination are of particular interest.

Irrespective of the other radicals selected from the group of R¹, R²,R³, R⁴, R⁵ and (R⁶)_(n) in each case and the subdefinitionscorresponding to the general radicals, and preferably in combinationwith preferred definitions of one or more of these radicals, inventivecompounds or inventive uses of compounds of particular interest arethose with the preferred definitions of the radicals in question listedbelow.

Preference is given to the compounds of the formula (I) according to theinvention or salts thereof in which

-   R¹ is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl,    cycloalkynyl or aryl, where each of the 7 last-mentioned radicals is    unsubstituted or substituted and, including substituents, has up to    30 carbon atoms, preferably up to 24 carbon atoms, in particular up    to 20 carbon atoms, or a heterocyclyl radical having 3 to 9 ring    atoms which contains 1 to 4 heteroatoms selected from the group    consisting of N, O and S, which is unsubstituted or substituted and    which, including substituents, has 1 to 30 carbon atoms, preferably    1 to 24 carbon atoms, in particular 1 to 20 carbon atoms.

Here, more preference is also given to compounds (I) or salts thereof inwhich

-   R¹ is hydrogen.

Here, more preference is also given to compounds (I) or salts thereof inwhich

-   R¹ is H, (C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl,    (C₃-C₉)-cycloalkyl, (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl or    phenyl, where each of the 7 last-mentioned radicals is unsubstituted    or substituted and, including substituents, has up to 30 carbon    atoms, preferably up to 24 carbon atoms, in particular up to 20    carbon atoms.

Here, more preference is also given to compounds (I) or salts thereof inwhich

-   R¹ is H, (C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl,    (C₃-C₉)-cycloalkyl, (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl or    phenyl,    -   where each of the 7 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of    -   halogen, cyano, thio, nitro, hydroxyl, also carboxy,        (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,        (C₂-C₈)-alkenyl, (C₂-C₈)-haloalkenyl, (C₂-C₈)-alkynyl,        (C₂-C₈)-haloalkynyl, the 7 last-mentioned radicals only in the        case of cyclic base radicals, (C₁-C₈)-alkoxy,        (C₂-C₈)-alkenyloxy, (C₂-C₈)-alkynyloxy, (C₁-C₈)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₈)-alkylthio,        (C₂-C₈)-alkenylthio, (C₂-C₈)-alkynylthio, radicals of the        formulae —NR*R**, —CO—NR*R** and —O—CO—NR*R**,        -   where each of the radicals R* and R** in the 3            last-mentioned formulae independently of the others is H,            (C₁-C₈)-alkyl, (C₂-C₈)-alkenyl, (C₂-C₈)-alkynyl, benzyl,            substituted benzyl, phenyl or substituted phenyl, or            together with the nitrogen atom is a 3- to 8-membered            heterocycle which, in addition to the nitrogen atom, may            contain one or two further ring heteroatoms selected from            the group consisting of N, O and S and which is            unsubstituted or substituted by one or more radicals            selected from the group consisting of (C₁-C₄)-alkyl and            (C₁-C₄)-haloalkyl,    -   and [(C₁-C₈)-alkoxy]carbonyl, [(C₁-C₈)-alkoxy]thiocarbonyl,        [(C₂-C₈)-alkenyloxy]carbonyl, [(C₂-C₈)-alkynyloxy]carbonyl,        [(C₁-C₈)-alkylthio]carbonyl, [(C₂-C₈)-alkenylthio]carbonyl,        [(C₂-C₈)-alkynylthio]carbonyl, (C₁-C₈)-alkanoyl,        [(C₂-C₈)-alkenyl]carbonyl, [(C₂-C₈)-alkynyl]carbonyl,        (C₁-C₄)-alkylimino, (C₁-C₄)-alkoxyimino,        [(C₁-C₈)-alkyl]carbonylamino, [(C₂-C₈)-alkenyl]carbonylamino,        [(C₂-C₈)-alkynyl]carbonylamino, [(C₁-C₈)-alkoxy]carbonylamino,        [(C₂-C₈)-alkenyloxy]carbonylamino,        [(C₂-C₈)-alkynyloxy]carbonylamino,        [(C₁-C₈)-alkylamino]carbonylamino, [(C₁-C₆)-alkyl]carbonyloxy,        [(C₂-C₆)-alkenyl]carbonyloxy, [(C₂-C₆)-alkynyl]carbonyloxy,        [(C₁-C₈)-alkoxy]carbonyloxy, [(C₂-C₈)-alkenyloxy]carbonyloxy,        [(C₂-C₈)-alkynyloxy]carbonyloxy, (C₁-C₈)-alkylsulfinyl and        (C₁-C₈)-alkylsulfonyl,        -   where each of the 27 last-mentioned radicals is            unsubstituted or substituted by one or more radicals            selected from the group consisting of halogen, NO₂,            (C₁-C₄)-alkoxy and optionally substituted phenyl,    -   and phenyl, phenyl-(C₁-C₆)-alkoxy,        phenyl-[(C₁-C₆)-alkoxy]carbonyl, phenoxy,        phenoxy-(C₁-C₆)-alkoxy, phenoxy-[(C₁-C₆)-alkoxy]carbonyl,        phenoxycarbonyl, phenylcarbonyloxy, also phenoxycarbonyloxy,        phenylcarbonylamino, phenyl-[(C₁-C₆)-alkyl]carbonylamino,        phenyl-[(C₁-C₆)-alkyl]carbonyloxy, also        phenyl-[(C₁-C₆)-alkoxy]carbonyloxy, (C₃-C₇)-cycloalkyl,        (C₃-C₇)-cycloalkoxy, also (C₃-C₆)-cycloalkyl-(C₁-C₆)-alkoxy,        also (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyl, also        (C₃-C₆)-cycloalkoxy-(C₁-C₆)-alkoxy, also        (C₃-C₆)-cycloalkoxy-[(C₁-C₆)-alkoxy]carbonyl, also        (C₃-C₆)-cycloalkoxycarbonyl, also (C₃-C₆)-cycloalkylcarbonyloxy,        also (C₃-C₆)-cycloalkoxycarbonyloxy, also        (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyloxy, also        (C₃-C₆)-cycloalkylcarbonylamino, also        (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonylamino and also        (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonyloxy,        -   where each of the 26 last-mentioned radicals is optionally            also fused to a carbocyclic or heterocyclic ring, preferably            a carbocyclic ring having 3 to 6 carbon atoms or a            heterocyclic ring having 5 or 6 ring atoms and 1 to 3 ring            heteroatoms selected from the group consisting of N, O and            S, preferably benzo-fused, and is, in the ring or in the            polycyclic system, unsubstituted or substituted by one or            more radicals selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,            (C₁-C₄)-haloalkoxy and nitro,    -   and radicals of the formulae —SiR′₃, —O—SiR′₃,        (R′)₃Si—(C₁-C₆)-alkoxy, —CO—O—NR′₂, —O—N═CR′₂, —N═CR′₂, —O—NR′₂,        —CH(OR′)₂ and —O—(CH₂)_(m)—CH(OR′)₂,        -   in which each of the radicals R′ independently of the others            is H, (C₁-C₄)-alkyl or phenyl which is unsubstituted or            substituted by one or more radicals selected from the group            consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,            (C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy and nitro or            substituted in two adjacent positions by a (C₂-C₆)-alkylene            bridge, and m is an integer of from 0 to 6,    -   and radicals of the formula R″O—CHR′″CH(OR″)—(C₁-C₆)-alkoxy,        -   in which each of the radicals R″ independently of the others            is H or (C₁-C₄)-alkyl or the radicals R″ together are a            (C₁-C₆)-alkylene group and R′″ is H or (C₁-C₄)-alkyl,    -   and also radicals of the formula Het¹, where Het¹ is in each        case independently of the others a saturated, partially        unsaturated or heteroaromatic heterocyclyl radical having 3 to 9        ring atoms, preferably having 5 or 6 ring atoms, where the        heterocyclic radical in question contains 1 to 4 heteroatoms,        preferably 1 to 3 ring heteroatoms, from the group consisting of        N, O and S and is optionally also fused to a carbocyclic or        heterocyclic ring, preferably a carbocyclic ring having 3 to 6        carbon atoms or a heterocyclic ring having 5 or 6 ring atoms and        1 to 3 ring heteroatoms selected from the group consisting of N,        O and S, preferably benzo-fused, and is, in the ring or in the        polycyclic system, unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen, cyano,        thio, nitro, hydroxyl, carboxy, (C₁-C₆)-alkyl,        (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,        (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,        (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy, (C₂-C₆)-alkenyloxy,        (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,        (C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl,        (C₃-C₆)-cycloalkoxy, [(C₁-C₈)-alkoxy]carbonyl,        [(C₁-C₆)-haloalkoxy]carbonyl and oxo,    -   or-   R¹ is a polycyclic radical based on (C₃-C₉)-cycloalkyl,    (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl or phenyl, where the base    ring is fused to a carbocyclic or heterocyclic ring, preferably a 5-    or 6-membered ring having 0 or 1 to 3 ring heteroatoms selected from    the group consisting of N, O and S, preferably benzo-fused, and    where the base ring or the polycyclic system is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, cyano, thio, nitro, hydroxyl, carboxy,    (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,    (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,    (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy, (C₂-C₆)-alkenyloxy,    (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,    (C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl,    (C₃-C₆)-cycloalkoxy, [(C₁-C₈)-alkoxy]carbonyl,    [(C₁-C₆)-haloalkoxy]carbonyl and oxo,    -   or-   R¹ is a saturated, partially unsaturated or heteroaromatic    heterocyclyl radical having 3 to 9 ring atoms, preferably having 5    or 6 ring atoms, which contains 1 to 4 heteroatoms, preferably 1 to    3 ring heteroatoms selected from the group consisting of N, O and S,    and is optionally also fused to a carbocyclic or heterocyclic ring,    preferably a 5- or 6-membered ring having 0 or 1 to 3 ring    heteroatoms selected from the group consisting of N, O and S,    preferably benzo-fused, and which is, in the ring or in the    polycyclic system, unsubstituted or substituted by one or more    radicals selected from the group consisting of halogen, cyano, thio,    nitro, hydroxyl, carboxy, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl,    (C₂-C₆)-alkynyl, (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy,    (C₂-C₆)-alkenyloxy, (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,    (C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl,    (C₃-C₆)-cycloalkoxy, [(C₁-C₈)-alkoxy]carbonyl,    [(C₁-C₆)-haloalkoxy]carbonyl and oxo.

Here, more preference is also given to compounds (I) or salts thereof inwhich

-   R¹ is H, (C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl,    (C₃-C₉)-cycloalkyl, (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl or    phenyl,    -   where each of the 7 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, cyano, thio, nitro, hydroxyl, also        carboxy, (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₈)-alkenyl,        (C₂-C₈)-haloalkenyl, (C₂-C₈)-alkynyl, (C₂-C₈)-haloalkynyl, the 7        last-mentioned radicals only in the case of cyclic base        radicals, (C₁-C₈)-alkoxy, (C₂-C₈)-alkenyloxy,        (C₂-C₈)-alkynyloxy, (C₁-C₈)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₈)-alkylthio,        (C₂-C₈)-alkenylthio, (C₂-C₈)-alkynylthio, radicals of the        formulae —NR*R**, —CO—NR*R** and —O—CO—NR*R**,        -   where each of the radicals R* and R** in the 3            last-mentioned formulae independently of the others is H,            (C₁-C₈)-alkyl, (C₂-C₈)-alkenyl, (C₂-C₈)-alkynyl, benzyl,            substituted benzyl, phenyl or substituted phenyl, or            together with the nitrogen atom is a 3- to 8-membered            heterocycle which, in addition to the nitrogen atom, may            contain one or two further ring heteroatoms selected from            the group consisting of N, O and S and which is            unsubstituted or substituted by one or more radicals            selected from the group consisting of (C₁-C₄)-alkyl and            (C₁-C₄)-haloalkyl,    -   and [(C₁-C₈)-alkoxy]carbonyl, [(C₁-C₈)-alkoxy]thiocarbonyl,        [(C₂-C₈)-alkenyloxy]carbonyl, [(C₂-C₈)-alkynyloxy]carbonyl,        [(C₁-C₈)-alkylthio]carbonyl, [(C₂-C₈)-alkenylthio]carbonyl,        [(C₂-C₈)-alkynylthio]carbonyl, (C₁-C₈)-alkanoyl,        [(C₂-C₈)-alkenyl]carbonyl, [(C₂-C₈)-alkynyl]carbonyl,        (C₁-C₄)-alkylimino, (C₁-C₄)-alkoxyimino,        [(C₁-C₈)-alkyl]carbonylamino, [(C₂-C₈)-alkenyl]carbonylamino,        [(C₂-C₈)-alkynyl]carbonylamino, [(C₁-C₈)-alkoxy]carbonylamino,        [(C₂-C₈)-alkenyloxy]carbonylamino,        [(C₂-C₈)-alkynyloxy]carbonylamino,        [(C₁-C₈)-alkylamino]carbonylamino, [(C₁-C₆)-alkyl]carbonyloxy,        [(C₂-C₆)-alkenyl]carbonyloxy, [(C₂-C₆)-alkynyl]carbonyloxy,        [(C₁-C₈)-alkoxy]carbonyloxy, [(C₂-C₈)-alkenyloxy]carbonyloxy,        [(C₂-C₈)-alkynyloxy]carbonyloxy, (C₁-C₈)-alkylsulfinyl and        (C₁-C₈)-alkylsulfonyl,        -   where each of the 27 last-mentioned radicals is            unsubstituted or substituted by one or more radicals            selected from the group consisting of halogen, NO₂,            (C₁-C₄)-alkoxy and optionally substituted phenyl,    -   and phenyl, phenyl-(C₁-C₆)-alkoxy,        phenyl-[(C₁-C₆)-alkoxy]carbonyl, phenoxy,        phenoxy-(C₁-C₆)-alkoxy, phenoxy-[(C₁-C₆)-alkoxy]carbonyl,        phenoxycarbonyl, phenylcarbonyloxy, also phenoxycarbonyloxy,        also phenyl-[(C₁-C₆)-alkoxy]carbonyloxy, phenylcarbonylamino,        phenyl-[(C₁-C₆)-alkyl]carbonylamino,        phenyl-[(C₁-C₆)-alkyl]carbonyloxy, (C₃-C₇)-cycloalkyl and        (C₃-C₇)-cycloalkoxy, also (C₃-C₆)-cycloalkoxycarbonyl, also        (C₃-C₆)-cycloalkylcarbonyloxy, also        (C₃-C₆)-cycloalkoxycarbonyloxy, also        (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonyloxy and also        (C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyloxy,        -   where each of the 20 last-mentioned radicals is, in the            ring, unsubstituted or substituted by one or more radicals            selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,            (C₁-C₄)-haloalkoxy and nitro,    -   and radicals of the formulae —SiR′₃, —O—SiR′₃,        (R′)₃Si—(C₁-C₆)-alkoxy, —CO—O—NR′₂, —O—N═CR′₂, —N═CR′₂, —O—NR′₂,        —CH(OR′)₂ and —O—(CH₂)_(m)—CH(OR′)₂,        -   in which each of the radicals R′ independently of the others            is H, (C₁-C₄)-alkyl or phenyl which is unsubstituted or            substituted by one or more radicals selected from the group            consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,            (C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy and nitro or            substituted at two adjacent positions by a (C₂-C₆)-alkylene            bridge, and m is an integer from 0 to 6,    -   and radicals of the formula R″O—CHR′″CH(OR″)—(C₁-C₆)-alkoxy,        -   in which each of the radicals R″ independently of the others            is H or (C₁-C₄)-alkyl or together they are a            (C₁-C₆)-alkylene group and R′″ is H or (C₁-C₄)-alkyl,    -   and also radicals of the formula Het¹, where Het¹ is in each        case independently of the others a saturated, partially        unsaturated or heteroaromatic heterocyclyl radical having 5 or 6        ring atoms, where the respective heterocyclic radical contains 1        to 3 ring heteroatoms selected from the group consisting of N, O        and S and is optionally also fused to a carbocyclic or        heterocyclic ring, preferably a 5- or 6-membered ring having 0        or 1 to 3 ring heteroatoms selected from the group consisting of        N, O and S, preferably benzo-fused, and, in the ring or in the        polycyclic system, is unsubstituted or substituted by one or        more radicals selected from the group consisting of halogen,        hydroxyl, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl and        (C₁-C₄)-haloalkoxy.

Here, more preference is also given to compounds (I) or salts thereofand their use

-   -   in which

-   R¹ is H, (C₁-C₁₂)-alkyl, (C₂-C₁₂)-alkenyl, (C₂-C₁₂)-alkynyl,    (C₃-C₆)-cycloalkyl, (C₅-C₆)-cycloalkenyl, (C₅-C₆)-cycloalkynyl or    phenyl,    -   where each of the 7 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, cyano, thio, nitro, hydroxyl,        (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,        (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,        (C₂-C₆)-haloalkynyl, the 7 last-mentioned radicals only in the        case of cyclic base radicals, (C₁-C₆)-alkoxy,        (C₂-C₆)-alkenyloxy, (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,        (C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, radicals of the        formulae —NR*R**, —CO—NR*R** and —O—CO—NR*R**,        -   where each of the radicals R* and R** in the 3            last-mentioned formulae independently of the others is H,            (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl, benzyl,            phenyl which is unsubstituted or substituted by one or more            radicals selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl and (C₁-C₄)-alkoxy, or            together with the nitrogen atom is a piperidine, piperazine,            pyrrolidine, pyrazolidine, piperazolidine or morpholine            radical which is unsubstituted or substituted by one or more            radicals selected from the group consisting of (C₁-C₄)-alkyl            and (C₁-C₄)-haloalkyl,    -   and [(C₁-C₄)-alkoxy]carbonyl, [(C₁-C₄)-alkyl]carbonylamino,        [(C₁-C₄)-alkoxy]carbonylamino, [(C₁-C₄-alkylamino]carbonylamino,        [(C₁-C₄)-alkyl]carbonyloxy, [(C₁-C₄)-alkoxy]carbonyloxy and        (C₁-C₄)-alkylsulfonyl,        -   where each of the 7 last-mentioned radicals is unsubstituted            or substituted by one or more radicals selected from the            group consisting of halogen, NO₂, (C₁-C₄)-alkoxy and phenyl,            which is unsubstituted or substituted by one or more            radicals selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,            (C₁-C₄)-haloalkoxy and nitro,    -   and phenyl, phenyl-(C₁-C₄)-alkoxy,        phenyl-[(C₁-C₄)-alkoxy]carbonyl, phenoxy,        phenoxy-(C₁-C₄)-alkoxy, phenoxy-[(C₁-C₄)-alkoxy]carbonyl,        phenoxycarbonyl, phenylcarbonyloxy, phenylcarbonylamino,        phenyl-[(C₁-C₄)-alkyl]carbonylamino,        phenyl-[(C₁-C₄)-alkyl]carbonyloxy, (C₃-C₆)-cycloalkyl and        (C₃-C₆)-cycloalkoxy,        -   where each of the 13 last-mentioned radicals is            unsubstituted in the ring or substituted by one or more            radicals selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,            (C₁-C₄)-haloalkoxy and nitro,    -   and radicals of the formulae —CO—O—NR′₂, —O—N═CR′₂, —N═CR′₂,        —O—NR′₂, —CH(OR′)₂ and —O—(CH₂)_(m)—CH(OR′)₂,        -   in which each of the radicals R′ independently of the others            is H, (C₁-C₄)-alkyl or phenyl which is unsubstituted or            substituted by one or more radicals selected from the group            consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,            (C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy and nitro or is            substituted in two adjacent positions by a (C₂-C₆)-alkylene            bridge, and m is an integer of from 0 to 6,    -   and radicals of the formula R″O—CHR′″CH(OR″)—(C₁-C₆)-alkoxy,        -   in which each of the radicals R″ independently of the others            is H or (C₁-C₄)-alkyl or the radicals R″ together are a            (C₁-C₄)-alkylene group and R′″ is H or (C₁-C₂)-alkyl.

Here, more preference is also given to compounds (I) or salts thereof inwhich

-   R¹ is H, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl or    (C₃-C₆)-cycloalkyl, where each of the 4 last-mentioned radicals is    unsubstituted or substituted by one or more radicals selected from    the group consisting of halogen, (C₁-C₆)-alkyl, the latter only a    substituent in the case of cyclic base radicals, (C₁-C₄)-alkoxy,    (C₁-C₄)-alkylthio, (C₃-C₆)-cycloalkyl which is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen and (C₁-C₄)-alkyl, and phenyl which is    unsubstituted or substituted by one or more radicals selected from    the group consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy and    (C₁-C₄)-haloalkyl.

Here, particular preference is also given to compounds (I) or saltsthereof in which

-   R¹ is H, (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl or (C₂-C₄)-alkynyl,    -   where each of the 3 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio,        cyclopropyl, cyclobutyl, where each of the two last-mentioned        radicals is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen and (C₁-C₄)-alkyl,        and phenyl which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen,        (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy and (C₁-C₄)-haloalkyl.

Here, more preferably

-   R¹ is also a polycyclic radical based on (C₃-C₉)-cycloalkyl,    (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl or phenyl, where the base    ring is fused to a carbocyclic or heterocyclic ring, preferably a 5-    or 6-membered ring having 0 or 1 to 3 ring heteroatoms selected from    the group consisting of N, O and S, preferably benzo-fused, and    where the base ring or the polycyclic system is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, cyano, nitro, (C₁-C₆)-alkyl,    (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₄)-alkenyl,    (C₂-C₄)-alkynyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio,    (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkoxy, [(C₁-C₄)-alkoxy]carbonyl    and [(C₁-C₄)-haloalkoxy]carbonyl.

Preference is also given to compounds (I) or salts thereof in which

-   R¹ is a saturated, partially unsaturated or heteroaromatic    heterocyclyl radical having 3 to 9 ring atoms, preferably 5 or 6    ring atoms, which contains 1 to 4 heteroatoms, preferably 1 to 3    ring heteroatoms, from the group consisting of N, O and S and which    is unsubstituted or substituted by one or more radicals selected    from the group consisting of halogen, cyano, thio, nitro, hydroxyl,    (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,    (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl,    (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy, (C₂-C₆)-alkenyloxy,    (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,    (C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl,    (C₃-C₆)-cycloalkoxy, [(C₁-C₈)-alkoxy]carbonyl,    [(C₁-C₆)-haloalkoxy]carbonyl and oxo.

Preference is also given to compounds (I) or salts thereof in which

-   R¹ is a radical of the formula SiR^(a)R^(b)R^(c), —NR^(a)R^(b) or    —N═CR^(c)R^(d), preferably of the formula —NR^(a)R^(b) or    —N═CR^(c)R^(d),    -   where in the 5 last-mentioned formulae each of the radicals        R^(a), R^(b), R^(c) and R^(d) independently of the others is        hydrogen, (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,        benzyl, substituted benzyl, phenyl or substituted phenyl or        R^(a) and R^(b) together with the nitrogen atom are a 3- to        8-membered heterocycle which, in addition to the nitrogen atom,        may contain one or two further ring heteroatoms selected from        the group consisting of N, O and S and which is unsubstituted or        substituted by one or more radicals selected from the group        consisting of (C₁-C₄)-alkyl and (C₁-C₄)-haloalkyl, or R^(c) and        R^(d) together with the carbon atom are a 3- to 8-membered        carbocyclic radical or heterocyclic radical which may contain 1        to 3 ring heteroatoms selected from the group consisting of N, O        and S, where the carbocyclic or heterocyclic radical is        unsubstituted or substituted by one or more radicals selected        from the group consisting of (C₁-C₄)-alkyl and        (C₁-C₄)-haloalkyl.

Here, particular preference is also given to compounds (I) or saltsthereof in which

-   R¹ is H, methyl, ethyl, n-propyl, iso-propyl, n-butyl, s-butyl,    isobutyl, t-butyl, allyl, propargyl (prop-2-yn-1-yl), but-2-yn-1-yl,    but-3-yn-1-yl, 2-chloroprop-2-en-1-yl, 3-phenylprop-2-yn-1-yl,    3,3-dichloroprop-2-en-1-yl, 3,3-dichloro-2-fluoroprop-2-en-1-yl,    methylprop-2-yn-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl,    but-3-en-1-yl, but-2-yn-1-yl, but-3-yn-1-yl, 4-chlorobut-2-yn-1-yl,    3-methylbut-2-en-1-yl, 3-methylbut-1-en-1-yl,    1-(2E)-1-methylbut-2-en-1-yl, (E)-pent-3-en-2-yl or    (Z)-pent-3-en-2-yl,    -   phenyl, 2-carboxyphenyl, 2-chlorophenyl, 3-chlorophenyl,        4-chlorophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl,        3-methoxyphenyl, 4-methoxyphenyl, 2-methoxyphenyl,        3-methoxyphenyl, 4-methoxyphenyl, benzyl, 2-phenylethyl,        1-phenylethyl, (4-chlorophenyl)methyl [i.e. ═CH₂(4-Cl-Ph)],        (4-fluorophenyl)methyl [i.e. ═CH₂(4-F-Ph)],        (4-methoxyphenyl)methyl [i.e. ═CH₂(4-OMe-Ph)], 2-methoxyethyl,        2,2,2-trifluoroethyl, 1,1,1-trifluoroprop-2-yl,        2,2-difluoroethyl, 1,3-difluoroprop-2-yl, 2,3-dimethoxypropyl,        2,3-dimethoxyprop-2-yl, 2,2-dimethoxyeth-2-yl,        2-(2,2,2-trifluoroethoxy)ethyl, 2-fluoroethyl, 2-chloroethyl,        2-bromoethyl, 2-iodoethyl, 2,2,3,3,3-pentafluoropropyl,        1-hydroxyprop-2-yl, 2-hydroxyprop-2-yl, 2-hydroxyprop-1-yl,        3-hydroxypropyl, 3-hydroxyprop-2-yl,    -   (2-methoxyethoxy)methyl; 2-(2-methoxyethoxy)ethyl;        (2-ethoxyethoxy)methyl; 2-(2-ethoxyethoxy)ethyl,    -   (acetoxy)methyl, (propanoyloxy)methyl,        (2-methylpropanoyloxy)methyl, (2,2-dimethylpropanoyloxy)methyl,        1-(acetoxy)ethyl, 2-(acetoxy)ethyl, 2-(propanoyloxy)ethyl,        1-(propanoyloxy)ethyl, 1-(2-methylpropanoyloxy)eth-1-yl,        2-(2-methylpropanoyloxy)eth-1-yl,        2-(2,2-dimethylpropanoyloxy)ethyl [i.e.        1-(t-butylcarbonyloxy)ethyl], 2-(2,2-dimethylpropanoyloxy)ethyl;    -   1-(2,2-dimethylpropanoyloxy)-2-methylprop-1-yl,        1-(t-butylcarbonyloxy)-2-methylprop-1-yl,    -   (methoxycarbonyl)methyl, (ethoxycarbonyl)methyl,        (n-propoxycarbonyl)methyl, (isopropoxycarbonyl)methyl,        (n-butoxycarbonyl)methyl, (s-butoxycarbonyl)methyl,        (isobutoxycarbonyl)methyl, (t-butoxycarbonyl)methyl,        1-(methoxycarbonyl)ethyl, 2-(methoxycarbonyl)ethyl,        1-(ethoxycarbonyl)ethyl, 2-(ethoxycarbonyl)ethyl,        1-(n-propoxycarbonyl)ethyl, 2-(n-propoxycarbonyl)ethyl,        1-(isopropoxycarbonyl)ethyl, 2-(isopropoxycarbonyl)ethyl,        1-(n-butoxycarbonyl)ethyl, 2-(n-butoxycarbonyl)ethyl,        1-(s-butoxycarbonyl)ethyl, 2-(s-butoxycarbonyl)ethyl,        1-(isobutoxycarbonyl)ethyl, 2-(isobutoxycarbonyl)ethyl,        1-(t-butoxycarbonyl)ethyl, 2-(t-butoxycarbonyl)ethyl,        (methoxycarbonyloxy)methyl, (ethoxycarbonyloxy)methyl,        (n-propoxycarbonyloxy)methyl, (isopropoxycarbonyloxy)methyl,        (n-butoxycarbonyloxy)methyl, (s-butoxycarbonyloxy)methyl,        (isobutoxycarbonyloxy)methyl, (t-butoxycarbonyloxy)methyl,        1-(methoxycarbonyloxy)ethyl, 2-(methoxycarbonyloxy)ethyl,        1-(ethoxycarbonyloxy)ethyl, 2-(ethoxycarbonyloxy)ethyl,        1-(n-propoxycarbonyloxy)ethyl, 2-(n-propoxycarbonyloxy)ethyl,        1-(isopropoxycarbonyloxy)ethyl, 2-(isopropoxycarbonyloxy)ethyl,        1-(n-butoxycarbonyloxy)ethyl, 2-(n-butoxycarbonyloxy)ethyl,        1-(s-butoxycarbonyloxy)ethyl, 2-(s-butoxycarbonyloxy)ethyl,        1-(isobutoxycarbonyloxy)ethyl, 2-(isobutoxycarbonyloxy)ethyl,        1-(t-butoxycarbonyloxy)ethyl, 2-(t-butoxycarbonyloxy)ethyl,        (cyclohexoxycarbonyloxy)methyl,        1-(cyclohexoxycarbonyloxy)eth-1-yl,        2-(cyclohexoxycarbonyloxy)eth-1-yl,    -   (acetyl)methyl, 1-(acetyl)ethyl, 2-(acetyl)ethyl,        1-(acetyl)propyl, 2-(acetyl)-propyl, 3-(acetyl)propyl,        (propanoyl)methyl, 1-(propanoyl)ethyl, 2-(propanoyl)ethyl,        1-(propanoyl)propyl, 2-(propanoyl)propyl, 3-(propanoyl)-propyl,        1-(propanoyl)-2-methylpropyl,    -   2-(ethylideneaminooxy)ethyl, 2-(prop-2-ylideneaminooxy)ethyl,        2-(but-2-ylideneaminooxy)ethyl, 2-(pent-3-ylideneaminooxy)ethyl,    -   (N,N-dimethylamino)methyl, 2-(N,N-dimethylamino)eth-1-yl,        1-(N,N-dimethylamino)eth-1-yl, 2-(N,N-diethylamino)eth-1-yl,        1-(N,N-diethylamino)eth-1-yl, (N,N-diethylamino)methyl,    -   (N,N-dimethylaminocarbonyl)methyl,        1-(N,N-dimethylaminocarbonyl)ethyl,        2-(N,N-dimethylaminocarbonyl)ethyl,        (N,N-diethylaminocarbonyl)methyl,        1-(N,N-diethylaminocarbonyl)ethyl,        2-(N,N-diethylaminocarbonyl)ethyl, 1-(dimethylamino)prop-2-yl        [i.e. 2-(dimethylamino)-1-methylethyl],        1-(diethylamino)prop-2-yl,    -   trimethylsilylmethyl, 1-(trimethylsilyl)ethyl,        2-(trimethylsilyl)ethyl, triethylsilylmethyl,        1-(triethylsilyl)ethyl, 2-(triethylsilyl)ethyl, cyclopropyl,        cyclopropylmethyl, 1-cyclopropylethyl, 2-cyclopropylethyl,        (1-methylcyclopropyl)methyl, 1-(1-methylcyclopropyl)ethyl,        2-(1-methylcyclopropyl)ethyl, (2,2-dichlorocyclopropyl)methyl,        1-(2,2-dichlorocyclopropyl)ethyl,        2-(2,2-dichlorocyclopropyl)ethyl,        (2,2-dimethylcyclopropyl)methyl,        1-(2,2-dimethylcyclopropyl)ethyl,        2-(2,2-dimethylcyclopropyl)ethyl, cyclobutylmethyl,        cyclopentylmethyl, cyclohexylmethyl or    -   pyrid-2-yl, pyrid-3-yl, pyrid-4-yl, 2-chloropyrid-3-yl,        3-chloropyrid-2-yl, thien-2-yl, thien-3-yl, 2-chlorothien-3-yl,        3-chlorothien-2-yl, 4-chlorothien-2-yl,        (1-ethyl-5-methyl-1H-pyrazol-4-yl)methyl,        1-(1-ethyl-5-methyl-1H-pyrazol-4-yl)ethyl,        2-(1-ethyl-5-methyl-1H-pyrazol-4-yl)ethyl    -   (1-ethyl-3-methyl-1H-pyrazol-4-yl)methyl,        1-(1-ethyl-3-methyl-1H-pyrazol-4-yl)ethyl,        2-(1-ethyl-3-methyl-1H-pyrazol-4-yl)ethyl,    -   tetrahydrofuran-2-yl, tetrahydrofuran-3-yl,        tetrahydrofuran-2-ylmethyl, tetrahydrofuran-3-ylmethyl,        (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl;    -   oxetan-3-yl, (oxetan-3-yl)methyl, (oxetan-2-yl)methyl,        (1,3-dioxolan-2-yl)methyl, (1,3-dioxolan-4-yl)methyl,        5-methyl-2-oxo-1,3-dioxolan-4-yl)methyl, (morpholin-4-yl)methyl;        1-(morpholin-4-yl)ethyl, 2-(morpholin-4-yl)ethyl,        2,3-dihydro-1H-inden-2-yl, dihydro-1H-inden-3-yl,        dihydro-1H-inden-4-yl, dihydro-1H-inden-5-yl,    -   1H-inden-2-yl, 1H-inden-3-yl, 1H-inden-4-yl, 1H-inden-5-yl,        1H-inden-6-yl or 1H-inden-7-yl.

Here, very particular preference is also given to compounds (I) or saltsthereof in which

-   R¹ is H, methyl, ethyl, n-propyl, isopropyl, phenyl, benzyl,    (4-chlorophenyl)methyl [i.e. ═CH₂(4-Cl-Ph)], (4-fluorophenyl)methyl    [i.e. ═CH₂(4-F-Ph)], (4-methoxyphenyl)methyl [i.e. ═CH₂(4-OMe-Ph)],    2-methoxyethyl, tetrahydrofuran-2-ylmethyl, 2-(dimethylamino)ethyl,    oxetan-3-yl, (3-methyloxetan-3-yl)methyl, 2,2,2-trifluoroethyl,    2,2-difluoroethyl, 2-fluoroethyl, 2,2,3,3,3-pentafluoropropyl,    cyclopropylmethyl, 1-cyclopropylethyl, (1-methylcyclopropyl)methyl,    (2,2-dichlorocyclopropyl)methyl, (2,2-dimethylcyclopropyl)methyl,    allyl, propargyl(prop-2-yn-1-yl), 2-chloroprop-2-en-1-yl,    3-phenylprop-2-yn-1-yl, 3,3-dichloroprop-2-en-1-yl,    3,3-dichloro-2-fluoroprop-2-en-1-yl, methylprop-2-yn-1-yl,    2-methylprop-2-en-1-yl, but-2-en-1-yl, but-3-en-1-yl, but-2-yn-1-yl,    but-3-yn-1-yl, 4-chlorobut-2-yn-1-yl, 3-methylbut-2-en-1-yl,    3-methylbut-1-en-1-yl, 1-(2E)-1-methylbut-2-en-1-yl,    (E)-pent-3-en-2-yl or (Z)-pent-3-en-2-yl, cyclobutylmethyl,    cyclopentylmethyl, cyclohexylmethyl or    (1-ethyl-5-methyl-1H-pyrazol-4-yl)methyl.

Preference is also given to compounds of the formula (I) or saltsthereof in which

-   R² is hydrogen, halogen or (C₁-C₄)-alkyl which is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, such as fluorine or chlorine, preferably    hydrogen or (C₁-C₄)-alkyl, in particular hydrogen, methyl or ethyl,    very particularly hydrogen or methyl.

Preference is also given to the compounds of the formula (I) or saltsthereof in which

-   R³ is hydrogen, halogen or (C₁-C₄)-alkyl which is unsubstituted or    substituted by one or more radicals selected from the group    consisting of halogen, such as fluorine or chlorine, preferably    hydrogen or (C₁-C₄)-alkyl, in particular hydrogen or methyl, very    particularly hydrogen.

Preference is also given to the compounds of the formula (I) or saltsthereof in which R² and R³ together with the carbon atom to which theyare attached are (C₃-C₆)-cycloalkyl or (C₅-C₆)-cycloalkenyl, preferably(C₃-C₆)-cycloalkyl, where each of the 3 last-mentioned radicals isunsubstituted or substituted by one or more radicals selected from thegroup consisting of halogen and (C₁-C₄)-alkyl.

Here, preferably, R² and R³ together with the carbon atom to which theyare attached are cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, inparticular cyclopropyl, where each of the 4 last-mentioned radicals isunsubstituted or substituted by one or more radicals selected from thegroup consisting of halogen and methyl, preferably fluorine, chlorineand methyl.

Preference is also given to the use of compounds of the formula (I) orsalts thereof in which

-   R⁴ is hydrogen, halogen, cyano, (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl or    (C₂-C₄)-alkynyl,    -   where each of the three last-mentioned radicals is unsubstituted        or substituted by one or more radicals selected from the group        consisting of halogen and hydroxyl, preferably unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, such as fluorine and chlorine, or    -   (C₃-C₆)-cycloalkyl which is unsubstituted or substituted by one        or more radicals selected from the group consisting of halogen        and (C₁-C₄)-alkyl, or    -   phenyl which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen, nitro,        (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy,        (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,        (C₁-C₄)-alkylthio, [(C₁-C₄)-alkoxy]carbonyl and        [(C₁-C₄)-haloalkoxy]carbonyl, or    -   (C₁-C₄)-alkanoyl which is unsubstituted or substituted by one or        more radicals selected from the group consisting of halogen,        such as fluorine and chlorine, cyano, (C₁-C₄)-alkoxy,        (C₁-C₄)-haloalkoxy and (C₁-C₂)-alkoxy-(C₁-C₂)-alkoxy, preferably        formyl, or    -   [(C₁-C₄)-alkoxy]carbonyl which is unsubstituted or substituted        by one or more radicals selected from the group consisting of        halogen, such as fluorine and chlorine, or    -   [(C₃-C₆)-cycloalkoxy]carbonyl which is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen and (C₁-C₄)-alkyl.

More preference is also given to compounds of the formula (I) or saltsthereof in which

-   R⁴ is hydrogen, halogen, such as fluorine or chlorine, cyano,    (C₁-C₄)-alkyl which is optionally substituted by hydroxyl    [═(C₁-C₄)-hydroxyalkyl], (C₁-C₄)-haloalkyl, cyclopropyl or    cyclobutyl, where each of the two last-mentioned radicals is    unsubstituted or substituted by one or more radicals selected from    the group consisting of halogen, such as fluorine and chlorine, and    (C₁-C₄)-alkyl, or    -   phenyl which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen,        (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy and        (C₁-C₄)-alkylthio, or    -   (C₁-C₄)-alkanoyl which is unsubstituted or substituted by one or        more radicals selected from the group consisting of halogen,        such as fluorine and chlorine, preferably formyl, or    -   [(C₁-C₄)-alkoxy]carbonyl or [(C₁-C₄)-haloalkoxy]carbonyl,        preferably-   R⁴ is hydrogen, halogen, such as fluorine or chlorine, cyano,    methyl, ethyl, n-propyl, isopropyl, CH₂Cl, CHCl₂, CCl₃, CH₂F, CHF₂,    CF₃ or formyl.

Here, more preference is given to the abovementioned preferred orparticularly preferred compounds (I) or salts thereof in which R⁴ iscyano or in which R⁴ has one of the other meanings mentioned, other thancyano or formyl.

More preferably, R⁴ is one of the radicals mentioned for R⁴ and isdifferent from hydrogen.

More preferably, R⁴ is hydrogen.

Preference is also given to compounds of the formula (I) or saltsthereof in which

-   R⁵ is phenyl which is unsubstituted or substituted and, including    substituents, has 6 to 24 carbon atoms, in particular 6 to 20 carbon    atoms, or    -   a 5- or 6-membered heteroaromatic radical having 1 to 3 ring        heteroatoms selected from the group consisting of N, O and S        which is unsubstituted or substituted and, including        substituents, has 1 to 24 carbon atoms, in particular 1 to 20        carbon atoms.

Furthermore preferably,

-   R⁵ is a phenyl radical or a 5- or 6-membered heteroaromatic radical    having 1 to 3 ring heteroatoms selected from the group consisting of    N, O and S, where the phenyl radical or the heterocyclic radical is    unsubstituted or substituted by one or more radicals selected from    the group consisting of the radicals    -   (a) halogen, hydroxyl, amino, nitro, carboxy, cyano and        carbamoyl,    -   (b) (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl,        (C₁-C₆)-alkoxy, (C₁-C₆)-alkenyloxy and (C₁-C₆)-alkynyloxy, where        each of the 6 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy,        (C₁-C₄)-alkylthio, mono- and di-[(C₁-C₄)-alkyl]amino, hydroxyl,        carboxy, [(C₁-C₄)-alkoxy]carbonyl, [(C₁-C₄)-haloalkoxy]carbonyl,        mono- and di-[(C₁-C₄)-alkyl]aminocarbonyl and cyano,    -   (c) (C₁-C₆)-alkylthio, [(C₁-C₆)-alkoxy]carbonyl,        [(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl,        (C₁-C₆)-haloalkanoyl, mono- and di-[(C₁-C₄)-alkyl]aminocarbonyl,        mono- and di-[(C₁-C₆)-acyl]amino, mono- and        di-[(C₁-C₄)-alkyl]amino, N—[(C₁-C₆)-acyl]N—[(C₁-C₆)-alkyl]amino,        (C₁-C₆)-alkylsulfinyl, (C₁-C₆)-haloalkylsulfinyl,        (C₁-C₆)-alkylsulfonyl, (C₁-C₆)-haloalkylsulfonyl,        (C₁-C₆)-alkylsulfinyloxy, (C₁-C₆)-haloalkylsulfinyloxy,        (C₁-C₆)-alkylsulfonyloxy, (C₁-C₆)-haloalkylsulfonyloxy,        (C₁-C₆)-alkylsulfato, (C₁-C₆)-haloalkylsulfato and    -   (d) (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkyloxy, phenyl and        phenoxy,        -   where each of the 4 last-mentioned radicals is unsubstituted            or substituted by one or more radicals selected from the            group consisting of halogen, (C₁-C₄)-alkyl,            (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy and            (C₁-C₄)-alkylthio,    -   and where two adjacent substituents may form a fused-on 5- or        6-membered ring which is carbocyclic or may contain another 1 to        3 ring heteroatoms selected from the group consisting of N, O        and S and which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen,        (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy,        (C₁-C₆)-haloalkoxy and (C₁-C₄)-alkylthio.

Furthermore preferably,

-   R⁵ is phenyl,    -   which is unsubstituted or substituted by one or more radicals        selected from the group consisting of the radicals        -   (a) halogen, hydroxyl, amino, nitro, carboxy, cyano and            carbamoyl,        -   (b) (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl and            (C₁-C₆)-alkoxy, where each of the 4 last-mentioned radicals            is unsubstituted or substituted by one or more radicals            selected from the group consisting of halogen,            (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy, (C₁-C₄)-alkylthio,            hydroxyl, carboxy, [(C₁-C₄)-alkoxy]carbonyl and cyano,        -   (c) (C₁-C₆)-alkylthio, [(C₁-C₆)-alkoxy]carbonyl,            [(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl,            (C₁-C₆)-haloalkanoyl, mono- and            di-[(C₁-C₄)-alkyl]aminocarbonyl, mono- and            di-[(C₁-C₆)-acyl]amino, mono- and di-[(C₁-C₄)-alkyl]amino,            N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino,            (C₁-C₆)-alkylsulfinyl, (C₁-C₆)-haloalkylsulfinyl,            (C₁-C₆)-alkylsulfonyl, (C₁-C₆)-haloalkylsulfonyl,            (C₁-C₆)-alkylsulfinyloxy, (C₁-C₆)-alkylsulfonyloxy and            (C₁-C₆)-haloalkylsulfonyloxy and        -   (d) (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkyloxy, phenyl and            phenoxy, where each of the 4 last-mentioned radicals is            unsubstituted or substituted by one or more radicals            selected from the group consisting of halogen,            (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy,            (C₁-C₆)-haloalkoxy and (C₁-C₄)-alkylthio,        -   and where two adjacent substituents may form a fused-on 5-            or 6-membered ring which is carbocyclic or may contain            another 1 to 3 ring heteroatoms selected from the group            consisting of N, O and S and which is unsubstituted or            substituted by one or more radicals selected from the group            consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,            (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy and (C₁-C₄)-alkylthio,-   or-   R⁵ is a 5- or 6-membered heteroaromatic radical having 1 to 3 ring    heteroatoms selected from the group consisting of N, O and S which    is unsubstituted or substituted by one or more radicals selected    from the group consisting of the radicals    -   (a) halogen, hydroxyl, amino, nitro, carboxy, cyano and        carbamoyl,    -   (b) (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl and        (C₁-C₆)-alkoxy, where each of the 6 last-mentioned radicals is        unsubstituted or substituted by one or more radicals selected        from the group consisting of halogen, (C₁-C₄)-alkoxy,        (C₁-C₆)-haloalkoxy, (C₁-C₄)-alkylthio, mono- and        di-[(C₁-C₄)-alkyl]amino, hydroxyl, carboxy,        [(C₁-C₄)-alkoxy]carbonyl and cyano,    -   (c) (C₁-C₆)-alkylthio, [(C₁-C₆)-alkoxy]carbonyl,        [(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl,        (C₁-C₆)-haloalkanoyl, mono- and di-[(C₁-C₄)-alkyl]aminocarbonyl,        mono- and di-[(C₁-C₆)-acyl]amino, mono- and        di-[(C₁-C₄)-alkyl]amino,        N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,        (C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl,        (C₁-C₆)-haloalkylsulfonyl, (C₁-C₆)-alkylsulfinyloxy,        (C₁-C₆)-alkylsulfonyloxy and (C₁-C₆)-haloalkylsulfonyloxy and    -   (d) (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkyloxy, phenyl and        phenoxy, where each of the 4 last-mentioned radicals is        unsubstituted or substituted by one or more radicals selected        from the group consisting of halogen, (C₁-C₄)-alkyl,        (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy and        (C₁-C₄)-alkylthio,    -   and where two adjacent substituents may form a fused-on 5- or        6-membered ring which is carbocyclic or may contain another 1 to        3 ring heteroatoms selected from the group consisting of N, O        and S and which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen,        (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy,        (C₁-C₆)-haloalkoxy and (C₁-C₄)-alkylthio.

More preference is given to using compounds of the formula (I) or saltsthereof in which

-   R⁵ is phenyl    -   which is unsubstituted or preferably substituted by one or more        radicals selected from the group consisting of halogen,        hydroxyl, amino, nitro, carboxy, cyano, carbamoyl,        (C₁-C₆)-alkyl, also (C₂-C₄)-alkenyl, also (C₂-C₄)-alkynyl,        (C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,        (C₁-C₄)-alkylthio-(C₁-C₄)-alkyl, mono- and        di-[(C₁-C₄)-alkyl]amino-(C₁-C₄)-alkyl, hydroxy-(C₁-C₄)-alkyl,        carboxy-(C₁-C₄)-alkyl, cyano-(C₁-C₄)-alkyl, (C₁-C₆)-alkoxy,        which may optionally also be halogenated [═(C₁-C₆)-haloalkoxy],        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,        [(C₁-C₆)-alkoxy]carbonyl, [(C₁-C₆)-haloalkoxy]carbonyl,        (C₁-C₆)-alkanoyl, (C₁-C₆)-haloalkanoyl, mono- and        di-[(C₁-C₄)-alkyl]aminocarbonyl, mono- and        di-[(C₁-C₆)-acyl]amino, mono- and di-[(C₁-C₄)-alkyl]amino,        N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,        (C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl,        (C₁-C₆)-haloalkylsulfonyl, also (C₁-C₄)-alkylsulfonyloxy,        (C₃-C₆)cycloalkyl, (C₃-C₆)cycloalkyloxy, phenyl and phenoxy,        -   where each of the 4 last-mentioned radicals is unsubstituted            or substituted by one or more radicals selected from the            group consisting of halogen, (C₁-C₄)-alkyl and            (C₁-C₄)-haloalkyl,    -   and where two adjacent substituents may form a fused-on 5- or        6-membered ring which is carbocyclic or may contain another 1 to        3 ring heteroatoms selected from the group consisting of N, O        and S and which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen and        (C₁-C₆)-alkyl,    -   or-   R⁵ is a 5- or 6-membered heteroaromatic radical having 1 to 3 ring    heteroatoms selected from the group consisting of N, O and S    -   which is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen, hydroxyl, amino,        nitro, carboxy, cyano, carbamoyl, (C₁-C₆)-alkyl, also        (C₂-C₄)-alkenyl, also (C₂-C₄)-alkynyl, (C₁-C₆)-haloalkyl,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkylthio-(C₁-C₄)-alkyl,        mono- and di-[(C₁-C₄)-alkyl]amino-(C₁-C₄)-alkyl,        hydroxy-(C₁-C₄)-alkyl, carboxy-(C₁-C₄)-alkyl,        cyano-(C₁-C₄)-alkyl, (C₁-C₆)-alkoxy, which may optionally also        be halogenated [═(C₁-C₆)-haloalkoxy],        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,        [(C₁-C₆)-alkoxy]carbonyl, [(C₁-C₆)-haloalkoxy]carbonyl,        (C₁-C₆)-alkanoyl, (C₁-C₆)-haloalkanoyl, mono- and        di-[(C₁-C₄)-alkyl]aminocarbonyl, mono- and        di-[(C₁-C₆)-acyl]amino, mono- and di-[(C₁-C₄)-alkyl]amino,        N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,        (C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl,        (C₁-C₆)-haloalkylsulfonyl, also (C₁-C₄)-alkylsulfonyloxy,        (C₃-C₆)cycloalkyl, (C₃-C₆)cycloalkyloxy, phenyl and phenoxy,        -   where each of the 4 last-mentioned radicals is unsubstituted            or substituted by one or more radicals selected from the            group consisting of halogen, (C₁-C₄)-alkyl and            (C₁-C₄)-haloalkyl,    -   and where two adjacent substituents may form a fused-on 5- or        6-membered ring which is carbocyclic or may contain another 1 to        3 ring heteroatoms selected from the group consisting of N, O        and S and which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen and        (C₁-C₆)-alkyl.

Here, more preference is also given to the compounds of the formula (I)or salts thereof in which

-   R⁵ is phenyl which is unsubstituted or preferably substituted by one    or more radicals selected from the group consisting of halogen,    hydroxyl, nitro, carboxy, cyano, (C₁-C₄)-haloalkyl,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkylthio-(C₁-C₄)-alkyl,    hydroxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, which may optionally also be    halogenated [═(C₁-C₄)-haloalkoxy], (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,    (C₁-C₄)-alkylthio, [(C₁-C₄)-alkoxy]carbonyl,    [(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₄)-alkylsulfinyl,    (C₁-C₄)-haloalkylsulfinyl, (C₁-C₄)-alkylsulfonyl,    (C₁-C₄)-haloalkylsulfonyl, (C₃-C₆)cycloalkyl, (C₃-C₆)cycloalkyloxy,    phenyl and phenoxy,    -   where each of the 4 last-mentioned radicals is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen, (C₁-C₄)-alkyl and (C₁-C₄)-haloalkyl,    -   and where two adjacent substituents may form a fused-on 5- or        6-membered ring which is carbocyclic or may contain another 1 to        3 ring heteroatoms selected from the group consisting of N, O        and S and which is unsubstituted or substituted by one or more        radicals selected from the group consisting of halogen and        (C₁-C₄)-alkyl,    -   or-   R⁵ is a 5- or 6-membered heteroaromatic radical having 1 to 3 ring    heteroatoms selected from the group consisting of N, O and S    -   which is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen, hydroxyl,        carboxy, cyano, also amino, (C₁-C₄)-alkyl, also (C₂-C₄)-alkenyl,        also (C₂-C₄)-alkynyl, (C₁-C₄)-haloalkyl,        (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkylthio-(C₁-C₄)-alkyl,        hydroxy-(C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, which may optionally also        be halogenated [═(C₁-C₄)-haloalkoxy],        (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio,        [(C₁-C₆)-alkoxy]carbonyl, [(C₁-C₆)-haloalkoxy]carbonyl,        (C₁-C₄)-alkylsulfinyl, (C₁-C₄)-haloalkylsulfinyl,        (C₁-C₄)-alkylsulfonyl, (C₁-C₄)-haloalkylsulfonyl, also        (C₁-C₄)-alkylsulfonyloxy, also mono- and        di-[(C₁-C₄)-alkyl]amino, also phenyl and (C₃-C₆)-cycloalkyl,        which is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen, (C₁-C₄)-alkyl and        (C₁-C₄)-haloalkyl, and where two adjacent substituents may form        a fused-on 5- or 6-membered ring which is carbocyclic or may        contain another 1 to 3 ring heteroatoms selected from the group        consisting of N, O and S and which is unsubstituted or        substituted by one or more radicals selected from the group        consisting of halogen and (C₁-C₄)-alkyl.

Here, even more preference is also given to the compounds of the formula(I) or salts thereof in which

-   R⁵ is phenyl which is unsubstituted or preferably substituted by one    or more radicals selected from the group consisting of halogen,    cyano, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy and    (C₁-C₄)-alkylthio and optionally benzo-fused,    -   or-   R⁵ is a 5- or 6-membered heteroaromatic radical having 1 to 3 ring    heteroatoms selected from the group consisting of N, O and S    -   which is unsubstituted or substituted by one or more radicals        selected from the group consisting of halogen, hydroxyl,        (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy and        (C₁-C₄)-alkylthio and also (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,        (C₃-C₆)-cycloalkyl, phenyl, amino, mono- and        di-[(C₁-C₄)-alkyl]amino and (C₁-C₄)-alkylsulfonyloxy and is        optionally benzo-condensed or benzo-fused.

Particular preference is given here to compounds of the formula (I) orsalts thereof in which

-   R⁵ is phenyl which is unsubstituted or preferably substituted by one    or more radicals selected from the group consisting of halogen, such    as fluorine, chlorine, bromine and iodine, cyano, methyl, ethyl,    n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, t-butyl,    trifluoromethyl, trichloromethyl, methoxy and ethoxy and optionally    benzo-fused,    preferably-   R⁵ is phenyl, 2-fluorophenyl, 2-chlorophenyl, 2-bromophenyl,    2-iodophenyl, 2-methylphenyl, 4-(tert-butyl)phenyl,    2-trifluoromethylphenyl, 2-methoxyphenyl or also 2-cyanophenyl or    also 2-nitrophenyl or also 4-nitrophenyl, 3-fluorophenyl,    3-chlorophenyl, 3-bromophenyl, 3-iodophenyl, 3-methylphenyl,    3-trifluoromethylphenyl, 3-methoxyphenyl, 4-carboxyphenyl,    4-fluorophenyl, 4-chlorophenyl, 4-bromophenyl, 4-iodophenyl,    4-methylphenyl, 4-trifluoromethylphenyl, 4-methoxyphenyl,    2,3-dichlorophenyl, 2,3-dimethylphenyl, 2,4-dichlorophenyl,    2,4-dimethylphenyl, 2,5-dichlorophenyl, 2,5-dimethylphenyl,    2,6-dichlorophenyl or also 2,4-difluorophenyl, 2,6-dimethylphenyl,    3,4-dichlorophenyl or also 3,4-difluorophenyl, 3,4-dimethylphenyl,    3,5-dichlorophenyl, 3,5-dimethylphenyl, 2-chloro-3-methylphenyl,    2-chloro-4-methylphenyl, 2-chloro-5-methylphenyl,    2-chloro-6-methylphenyl, 3-chloro-4-methylphenyl,    3-chloro-5-methylphenyl, 3-chloro-2-methylphenyl,    4-chloro-2-methylphenyl, 4-chloro-3-methylphenyl or    5-chloro-2-methylphenyl, 4-phenylphenyl,    3-trifluoromethyl-4-chlorophenyl, 4-phenoxy-phenyl,    4-carboxymethylphenyl, 4-acetylphenyl (=4-methylcarbonylphenyl) or    1,3-benzodioxol-5-yl.

Here, preference is also given to compounds of the formula (I) or saltsthereof in which

-   R⁵ is 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-thienyl, 3-thienyl,    2-furyl, 3-furyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyrimidinyl,    4-pyrimidinyl, 5-pyrimidinyl, 3-pyridazinyl, 4-pyridazinyl,    2-pyrazinyl, 3-pyrazinyl, 2-imidazolinyl, 4-imidazolinyl,    1-pyrazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl,    1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl,    2-thiazolyl, 1,3-benzothiazol-2-yl, 4-thiazolyl, 5-thiazolyl,    3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 2-oxazolyl,    4-oxazolyl, 5-oxazolyl, 3-isoxazolyl, 4-isoxazolyl, 5-isoxazolyl,    thiadiazolyl or triazolyl or also 3-isoquinolinyl, 2-quinolinyl,    1,3-benzthiazol-2-yl or 1,3-benzoxazol-2-yl, preferably 2-pyridyl,    3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, 2-thienyl,    3-thienyl, 2-furyl or 2-thiazolyl or also 3-isoquinolinyl or    2-quinolinyl, where each of the heteroaromatic radicals mentioned    above is unsubstituted or substituted, preferably substituted by the    preferred radicals already mentioned above, in particular    substituted by one or more radicals selected from the group    consisting of halogen, hydroxyl, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,    (C₁-C₄)-alkoxy and (C₁-C₄)-alkylthio and also (C₂-C₄)-alkenyl,    (C₂-C₄)-alkynyl, (C₁-C₄)-alkylamino, di-[(C₁-C₄)-alkyl]amino and    (C₁-C₄)-alkylsulfonyloxy.

Here, particular preference is also given to compounds of the formula(I) or salts thereof in which

-   R⁵ is 2-pyridyl, 3-fluoropyrid-2-yl, 3-chloropyrid-2-yl,    3-bromopyrid-2-yl, 3-methylpyrid-2-yl, 3-methoxypyrid-2-yl,    3-trifluoromethylpyrid-2-yl, 4-fluoropyrid-2-yl, 4-chloropyrid-2-yl,    4-bromopyrid-2-yl, 4-methylpyrid-2-yl, 4-methoxypyrid-2-yl,    4-trifluoromethylpyrid-2-yl, 5-fluoropyrid-2-yl, 5-chloropyrid-2-yl,    5-bromopyrid-2-yl, 5-methylpyrid-2-yl, 5-methoxypyrid-2-yl,    5-trifluoromethylpyrid-2-yl, 6-fluoropyrid-2-yl, 6-chloropyrid-2-yl,    6-bromopyrid-2-yl, 6-methylpyrid-2-yl, 6-methoxypyrid-2-yl,    6-trifluoromethylpyrid-2-yl, 4,6-dimethylpyridin-2-yl,    -   3-pyridyl, 2-fluoropyrid-3-yl, 2-chloropyrid-3-yl,        2-bromopyrid-3-yl, 2-methylpyrid-3-yl, 2-methoxypyrid-3-yl,        2-trifluoromethylpyrid-3-yl, 4-fluoropyrid-3-yl,        4-chloropyrid-3-yl, 4-bromopyrid-3-yl, 4-methylpyrid-3-yl,        4-methoxypyrid-3-yl, 4-trifluoromethylpyrid-3-yl,        5-fluoropyrid-3-yl, 5-chloropyrid-3-yl, 5-bromopyrid-3-yl,        5-methylpyrid-3-yl, 5-methoxypyrid-3-yl,        5-trifluoromethylpyrid-3-yl, 6-fluoropyrid-3-yl,        6-chloropyrid-3-yl, 6-bromopyrid-3-yl, 6-methylpyrid-3-yl,        6-methoxypyrid-3-yl, 6-trifluoromethylpyrid-3-yl,        6-hydroxypyridin-3-yl,    -   4-pyridyl, 2-fluoropyrid-4-yl, 2-chloropyrid-4-yl,        2-bromopyrid-4-yl, 2-methylpyrid-4-yl, 2-methoxypyrid-4-yl,        2-trifluoromethylpyrid-4-yl, 3-fluoropyrid-4-yl,        3-chloropyrid-4-yl, 3-bromopyrid-4-yl, 3-methylpyrid-3-yl,        3-methoxypyrid-4-yl, 3-trifluoromethylpyrid-4-yl or also        5-iodopyrid-2-yl, 5-dimethylaminopyrid-2-yl,        5-methylaminopyrid-2-yl, 5-methylthiopyrid-2-yl,        5-methoxypyrid-2-yl, 5-difluoromethoxypyrid-2-yl,        5-hydroxypyrid-2-yl, 5-ethynylpyrid-2-yl,        5-cyclopropylpyrid-2-yl, 5-allylpyrid-2-yl, 5-phenylpyrid-2-yl,        5-aminopyrid-2-yl or 5-methylsulfonyloxypyrid-2-yl,    -   2-thienyl, 3-fluorothien-2-yl, 3-chlorothien-2-yl,        3-bromothien-2-yl, 3-methylthien-2-yl, 3-methoxythien-2-yl,        3-trifluoromethylthien-2-yl, 4-fluorothien-2-yl,        4-chlorothien-2-yl, 4-bromothien-2-yl, 4-methylthien-2-yl,        4-methoxythien-2-yl, 4-trifluoromethylthien-2-yl,        5-fluorothien-2-yl, 5-chlorothien-2-yl, 5-bromothien-2-yl,        5-iodo-2-thienyl, 5-methylthien-2-yl, 5-methoxythien-2-yl,        5-trifluoromethylthien-2-yl or also 5-allylpyrid-2-yl,        5-ethynylpyridin-2-yl, 5-(methylsulfonyloxy)pyridin-2-yl or        5-methylthiopyridin-2-yl,    -   3-thienyl, 2-fluorothien-3-yl, 2-chlorothien-3-yl,        2-bromothien-3-yl, 2-methylthien-3-yl, 2-methoxythien-3-yl,        2-trifluoromethylthien-3-yl, 4-fluorothien-3-yl,        4-chlorothien-3-yl, 4-bromothien-3-yl, 4-methylthien-3-yl,        4-methoxythien-3-yl, 4-trifluoromethylthien-3-yl,        5-fluorothien-3-yl, 5-chlorothien-3-yl, 5-bromothien-3-yl,        5-methylthien-3-yl, 5-methoxythien-3-yl,        5-trifluoromethylthien-3-yl or    -   2-furyl, 3-fluorofur-2-yl, 3-chlorofur-2-yl, 3-bromofur-2-yl,        3-methylfur-2-yl, 3-methoxyfur-2-yl, 3-trifluoromethylfur-2-yl,        4-fluorofur-2-yl, 4-chlorofur-2-yl, 4-bromofur-2-yl,        4-methylfur-2-yl, 4-methoxyfur-2-yl, 4-trifluoromethylfur-2-yl,        5-fluorofur-2-yl, 5-chlorofur-2-yl, 5-bromofur-2-yl,        5-methylfur-2-yl, 5-methoxyfur-2-yl or        5-trifluoromethylfur-2-yl,    -   2-thiazolyl, 4-Me-thiazol-2-yl, 5-methylthiazol-2-yl,        5-bromothiazol-2-yl, 5-chlorothiazol-2-yl,        4,5-dimethylthiazol-2-yl, 4,5-dichlorothiazol-2-yl,        1,3-benzothiazol-2-yl, 7-chloro-1,3-benzothiazol-2-yl or also        2-bromothiazol-4-yl, 2-chlorothiazol-4-yl, 4-thiazolyl,        6-chloro-1,3-benzothiazol-2-yl, 7-bromo-1,3-benzothiazol-2-yl,        6-bromo-1,3-benzothiazol-2-yl, 1,3-benzoxazol-2-yl,        7-chloro-1,3-benzoxazol-2-yl, 6-chloro-1,3-benzoxazol-2-yl,        7-bromo-1,3-benzoxazol-2-yl, 6-bromo-1,3-benzoxazol-2-yl,    -   2-pyrazinyl, 5-methylpyrazin-2-yl,    -   1,5-dimethylpyrazol-3-yl or also 1-methylpyrazol-3-yl or also        1-methylpyrazol-5-yl,    -   2-pyrimidinyl, 5-fluoropyrimidin-2-yl, 5-chloropyrimidin-2-yl,        5-bromopyrimidin-2-yl, or also 5-iodopyrimidin-2-yl or        5-methylpyrimidin-2-yl, 4,6-dimethylpyrimidin-2-yl,    -   3-pyridazinyl, 6-methylpyridazin-3-yl,    -   1,2,4-triazin-3-yl or 6-methyl-1,2,4-triazin-3-ylor also        3-isoquinolinyl or 2-quinolinyl,        preferably    -   R⁵ is 2-pyridyl, 5-fluoropyrid-2-yl, 5-chloropyrid-2-yl,        5-bromopyrid-2-yl, 5-methylpyrid-2-yl, 5-methoxypyrid-2-yl,        5-trifluoromethylpyrid-2-yl, 3-pyridyl, 6-fluoropyrid-3-yl,        6-chloropyrid-3-yl, 6-bromopyrid-3-yl, 6-methylpyrid-3-yl,        6-methoxypyrid-3-yl or 6-trifluoromethylpyrid-3-yl,        4,6-Me₂-pyridin-2-yl, 2-thienyl, 3-chlorothien-2-yl,        3-methylthien-2-yl, 4-chlorothien-2-yl, 4-methylthien-2-yl,        5-chlorothien-2-yl, 5-bromothien-2-yl, 5-iodo-2-thienyl,        5-methylthien-2-yl, 2-thiazolyl, 5-bromothiazol-2-yl,        5-chlorothiazol-2-yl, 4,5-dimethylthiazol-2-yl,        4,5-dichlorothiazol-2-yl, 1,3-benzothiazol-2-yl, 2-pyrazinyl,        5-methylpyrazin-2-yl, 1,5-dimethylpyrazol-3-yl, 2-pyrimidinyl,        5-bromopyrimidin-2-yl, 5-methylpyrimidin-2-yl,        4,6-dimethylpyrimidin-2-yl, 3-pyridazinyl or        6-methylpyridazin-3-yl, 4-fluoropyrid-2-yl, 4-chloropyrid-2-yl,        4-bromopyrid-2-yl, 4-methylpyrid-2-yl or 4-trifluoropyrid-2-yl        or also 3-isoquinolinyl or 2-quinolinyl.

Preference is also given to the compounds of the formula (I) or saltsthereof in which

-   (R⁶)_(n) is n substituents R⁶, where R⁶, if n=1, or each of the    substituents R⁶ independently of the others, if n is greater than 1,    is a radical halogen, cyano, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,    (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio, (C₁-C₄)-alkylsulfinyl,    (C₁-C₄)-haloalkylsulfinyl, (C₁-C₄)-alkylsulfonyl or    (C₁-C₄)-haloalkylsulfonyl, and-   n is 0, 1, 2 or 3, preferably 0, 1 or 2.

Here, preference is also given to the compounds of the formula (I) orsalts thereof in which

-   (R⁶)_(n) is n substituents R⁶, where R⁶, if n=1, or each of the    substituents R⁶ independently of the others, if n is greater than 1,    is a radical halogen, such as fluorine, chlorine, bromine or iodine,    methyl, ethyl, trifluoromethyl, methoxy, ethoxy, methylthio,    ethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl or    ethylsulfonyl, and-   n is 0, 1, 2 or 3, preferably 0, 1 or 2.

Preference is given to compounds of the formula (I) or salts thereof inwhich Het is a radical of the formula (Het-a), (Het-b), (Het-c) or(Het-d)

wherein (R⁶)_(n) has the meaning mentioned or mentioned as beingpreferred.

More preference is given to compounds of the formula (I) or saltsthereof in which

-   Het is the radical (Het-a) mentioned in which-   n is 0 (=the number zero, i.e. no substituents R⁶ are present, i.e.    all free bonds at the ring are occupied by hydrogen) or-   (R⁶)_(n) is 2-chloro, 2-fluoro, 2-cyano, 2-methyl, 2-ethyl, 2-CF₃,    2-methoxy, 2-ethoxy, 2-methylthio, 2-methylsulfinyl,    2-methylsulfonyl, 4-fluoro, 4-chloro, 4-bromo, 4-cyano, 4-methyl,    4-ethyl, 4-CF₃, 4-methoxy, 4-ethoxy, 4-methylthio, 4-methylsulfinyl,    4-methylsulfonyl, 2,4-dimethyl, 2,4-difluoro, 2,4-dichloro,    4,6-dimethyl, 4,6-difluoro or 4,6-dichloro,    where the numbering of the radicals refers to the position of the    radical at the pyrimidin-5-yl radical in which the nitrogen ring    atoms are located in the 1- and 3-position of the ring.

Here, particular preference is given to compounds of the formula (I) orsalts thereof in which

-   Het is the radical (Het-a) mentioned in which n=0 or-   (R⁶)_(n) is 4-fluoro, 4-chloro, 4-methyl, 4-trifluoromethyl,    4-methoxy, 4-methylsulfonyl, 4-methylsulfinyl or 4-methylthio,    preferably 4-methyl.

More preference is given to compounds of the formula (I) or saltsthereof in which

-   Het is the radical (Het-b) mentioned    in which-   n is 0 (=the number zero, i.e. no substituents R⁶ are present, i.e.    all free bonds at the ring are occupied by hydrogen) or-   (R⁶)_(n) is 4-fluoro, 4-chloro, 4-bromo, 4-cyano, 4-methyl, 4-ethyl,    4-trifluoromethyl, 4-methoxy, 4-ethoxy, 4-methylthio,    4-methylsulfinyl, 4-methylsulfonyl, 6-chloro, 6-fluor, 6-cyano,    6-methyl, 6-ethyl, 6-trifluoromethyl, 6-methoxy, 6-ethoxy,    6-methylthio, 6-methylsulfinyl, 6-methylsulfonyl, 4,6-dimethyl,    4,6-difluoro or 4,6-dichloro,    where the numbering of the radicals refers to the position of the    radical at the pyridazin-3-yl radical in which the nitrogen ring    atoms are located in the 1- and 2-position of the ring.

Here, particular preference is given to compounds of the formula (I) orsalts thereof in which

-   Het is the radical (Het-b) mentioned in which n=0 or-   (R⁶)_(n) is 4-fluoro, 4-chloro, 4-methyl, 4-trifluoromethyl,    4-methoxy, 4-methylsulfonyl, 4-methylsulfinyl or 4-methylthio,    preferably 4-methyl.

More preference is given to compounds of the formula (I) or saltsthereof in which

-   Het is the radical (Het-c) mentioned in which-   n is 0 (=the number zero, i.e. no substituents R⁶ are present, i.e.    all free bonds at the ring are occupied by hydrogen) or-   (R⁶)_(n) is 5-fluoro, 5-chloro, 5-bromo, 5-cyano, 5-methyl, 5-ethyl,    5-trifluoromethyl, 5-methoxy, 5-ethoxy, 5-methylthio,    5-methylsulfinyl, 5-methylsulfonyl, 3,5-dimethyl, 3,5-difluoro or    3,5-dichloro,    where the numbering of the radicals refers to the position of the    radical at the 4-pyridazinyl in which the nitrogen ring atoms are    located in the 1- and 2-position of the ring.

Here, particular preference is given to compounds of the formula (I) orsalts thereof in which

-   Het is the radical (Het-c) mentioned in which n=0 or in which-   (R⁶)_(n) is 5-fluoro, 5-chloro, 5-methyl, 5-trifluoromethyl,    5-methoxy, 5-methylsulfonyl, 5-methylsulfinyl or 5-methylthio,    preferably 5-methyl.

More preference is given to compounds of the formula (I) or saltsthereof in which

-   Het is the radical (Het-d) mentioned in which-   n is 0 (=the number zero, i.e. no substituents R⁶ are present, i.e.    all free bonds at the ring are occupied by hydrogen) or-   (R⁶)_(n) is 3-chloro, 3-fluoro, 3-cyano, 3-methyl, 3-ethyl, 3-CF₃,    3-methoxy, 3-ethoxy, 3-methylthio, 3-methylsulfinyl,    3-methylsulfonyl, 5-fluoro, 5-chloro, 5-bromo, 5-cyano, 5-methyl,    5-ethyl, 5-CF₃, 5-methoxy, 5-ethoxy, 5-methylthio, 5-methylsulfinyl,    5-methylsulfonyl, 3,5-dimethyl, 3,5-difluoro, 3,5-dichloro,    where the numbering of the radicals refers to the position of the    radical at the 6-pyrazinyl in which the nitrogen ring atoms are    located in the 1- and 4-position of the ring.

Particular preference is given here to the compounds of the formula (I)or salts thereof in which

-   Het is the radical (Het-d) mentioned in which n=0 or in which-   (R⁶)_(n) is 5-fluoro, 5-chloro, 5-methyl, 5-trifluoromethyl,    5-methoxy, 5-methylsulfonyl, 5-methylsulfinyl or 5-methylthio,    preferably 5-methyl.

Preference is also given to the compounds of the formula (I) or saltsthereof in which

-   Het is the radical (Het-a), (Het-b), (Het-c) or (Het-d) mentioned,    in which in each case n=0.

Preference is also given to the compounds of the formula (I) or saltsthereof in which the radicals Het, R¹, R², R³, R⁴, R⁵, R⁶ and n havebeen selected according to two or more of the preferred meaningsmentioned.

Preferred as compounds of the formula (I) or salts thereof are thecompounds of the formulae (Ia), (Ib), (Ic) and (Id) and their salts,

in which R¹, R², R³, R⁴, R⁵, R⁶ and n are defined as for formula (I) oraccording to the preferred meanings mentioned.

Particular preference is given to the compounds of the general formula(Ia) or salts thereof in which

-   R¹ is hydrogen and R², R³, R⁴, R⁵, R⁶ and n are as defined for    formula (I) [=compounds of the formula (Ia″)] or-   R¹ is methyl and R², R³, R⁴, R⁵, R⁶ and n are as defined for formula    (I), [=compounds of the formula (Ia′″)] or-   R² and R³ are each hydrogen and R¹, R⁴, R⁵, R⁶ and n are as defined    for formula (I) [=compounds of the formula (Ia″″)].

Particular preference is also given to the compounds of the generalformula (Ib) or salts thereof in which

-   R¹ is hydrogen and R², R³, R⁴, R⁵, R⁶ and n are as defined for    formula (I) [=compounds of the formula (Ib″)] or-   R¹ is methyl and R², R³, R⁴, R⁵, R⁶ and n are as defined for formula    (I), [=compounds of the formula (Ib′″)] or-   R² and R³ are each hydrogen and R¹, R⁴, R⁵, R⁶ and n are as defined    for formula (I) [=compounds of the formula (Ib″″)].

Particular preference is given to the compounds of the general formula(Ic) or salts thereof in which

-   R¹ is hydrogen and R², R³, R⁴, R⁵, R⁶ and n are as defined for    formula (I) [=compounds of the formula (Ic″)] or-   R¹ is methyl and R², R³, R⁴, R⁵, R⁶ and n are as defined for formula    (I), [=compounds of the formula (Ic′″)] or-   R² and R³ are each hydrogen and R¹, R⁴, R⁵, R⁶ and n are as defined    for formula (I) [=compounds of the formula (Ic″″)].

Particular preference is given to the compounds of the general formula(Id) or salts thereof in which

-   R¹ is hydrogen and R², R³, R⁴, R⁵, R⁶ and n are as defined for    formula (I) [=compounds of the formula (Id″)] or-   R¹ is methyl and R², R³, R⁴, R⁵, R⁶ and n are as defined for formula    (I), [=compounds of the formula (Id′″)] or-   R² and R³ are each hydrogen and R¹, R⁴, R⁵, R⁶ and n are as defined    for formula (I) [=compounds of the formula (Id″″)].

Here, particular preference is given to the compounds of the formulae(I), (Ia), (Ib), (Ic) and (Id) and salts thereof in which one or more ofthe radicals R¹ to R⁶ has the radical meanings used in the exampletables.

Here, particular preference is given to the compounds of the formula (I)and salts thereof in which one or more of the radicals R¹ to R⁶ have theradical meanings used in the example tables.

The compounds of the formula (I) according to the invention include allstereoisomers which can occur on the basis of the centers of asymmetryor double bonds in the molecule whose configuration is not designatedspecifically in the formula or which are not specified explicitly, andmixtures thereof, including the racemic compounds and the mixturesenriched partly with particular stereoisomers.

The invention also includes all tautomers, such as keto and enoltautomers, and their mixtures and salts, if appropriate functionalgroups are present.

The invention also provides processes for preparing the compounds of thegeneral formula (I) and/or their salts.

The compounds of the formula (I) according to the invention can beprepared by various alternative processes.

In the processes below, in some cases solvents are employed. In thiscontext, “inert solvents” refers in each case to solvents which areinert under the particular reaction conditions, but which do not have tobe inert under any reaction conditions.

-   (a) To prepare compounds of the general formula (I) or salts thereof    in which Het, R¹, R², R³, R⁴, R⁵, R⁶ have the meanings indicated    above for formula (I), a compound of the formula (II)    H₂N—NH-Het(R⁶)_(n)  (II)    -   in which Het and (R⁶)_(n) are as defined for formula (I)    -   is reacted with a compound of the formula (III),

-   -   -   in which R¹, R², R³, R⁴ and R⁵ are as defined for formula            (I),

    -   to give the compound of the formula (I) or its salt.

Process (a) is preferred for compounds of the formulae (I) and (II) inwhich Het is a group of the formula (Het-a) mentioned (=pyrimidin-5-yl)and n is not 0 or in which Het is a group of the formula (Het-b)mentioned (=pyrazin-3-yl) and n is not 0 or in which Het is a group ofthe formula (Het-c) mentioned (=pyrazin-4-yl) or in which Het is a groupof the formula (Het-d) mentioned (=pyridazin-6-yl).

The substituted 1,3-dicarbonyl compounds of the formula (III) used asstarting materials in the process (a) according to the invention forpreparing compounds of the formula (I) are preferably those where theradicals R¹, R², R³, R⁴ and R⁵ have the preferred meanings alreadyindicated above in connection with the description of the compounds ofthe formula (I) according to the invention as being preferred.

Accordingly, the substituted heteroarylhydrazines of the formula (II)used as starting materials in the process (a) according to the inventionfor preparing compounds of the formula (I) preferably also have thosemeanings for (R⁶)_(n) which have already been indicated above inconnection with the description of the compounds of the formula (I)according to the invention as being preferred for (R⁶)_(n), and inparticular preferred as a function of the radicals Het.

Hydrazines of the formula (II) or salts thereof as starting materialsare known and/or can be prepared by known processes (cf., for example,Methoden der organischen Chemie (Houben-Weyl, D. Klamann, Ed.) volumeE16a, part 1, p. 421 ff., Georg Thieme Verlag, Stuttgart 1990 and theliterature cited therein; J. Am. Chem. Soc., 1954, 76, 596; Monatsheftefür Chemie 1988, 119, 333; J. Heterocyclic Chem. 1988, 25, 1055; J.Heterocyclic Chem. 1989, 26, 475; Heterocycles 1994, 37, 379).

The reaction of the compounds of the formulae (II) and (III) can becarried out without catalyst or in the presence of catalysts, forexample of an acid as catalyst, preferably in an organic solvent, suchas tetrahydrofuran (THF), dioxane, acetonitrile, dimethylformamide(DMF), methanol and ethanol, at temperatures between 20° C. and theboiling point of the solvent, preferably at from 50° C. to 150° C. Ifacid addition salts of the formula (II) are used, these are generallyliberated in situ with the aid of a base. Suitable bases or basiccatalysts are alkali metal hydroxides, alkali metal hydrides, alkalimetal carbonates, alkali metal bicarbonates, alkali metal alkoxides,alkaline earth metal hydroxides, alkaline earth metal hydrides, alkalineearth metal carbonates or organic bases, such as triethylamine,diisopropylethylamine or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

Analogous processes have been described in the literature, for examplein WO 2004/037793.

-   (b) If R¹ in formula (I) is different from hydrogen, a compound of    the formula (I′)

-   -   in which Het, R², R³, R⁴, R⁵ and R⁶ are as defined for        formula (I) and    -   R is a radical which is different from the radical R¹ and        different from hydrogen selected from the group of radicals as        defined for R¹, or an anhydride, acid halide or an activated        ester of the compound of the formula (I′) in which R=H,    -   is reacted with a compound of the formula (IV)        R¹—OH  (IV)    -   in which R¹ is as defined for formula (I)    -   to give the compound of the formula (I) or

-   (c) if R¹ in formula (I) is different from hydrogen, a compound of    the formula (I″)

-   -   in which Het, R², R³, R⁴, R⁵ and R⁶ are as defined for formula        (I),    -   is, if appropriate after activation of the acid group, reacted        (esterified) with a compound of the formula (IV)        R¹—OH  (IV)    -   in which R¹ is as defined for formula (I)    -   to give the compound of the formula (I) or

-   (d) if the compound of the formula (I) in which R=H or its salt is    prepared, a compound of the formula (I′) [see definition in variant    (b)] is hydrolyzed to give the compound of the formula (I) or its    salt.

The starting materials of the formulae (II), (III) and (IV) aregenerally known or can be prepared analogously to known processes.

The reaction of the compounds of the formulae (I′) and (IV) can becarried out using standard methods of transesterification oresterification via activated carboxylic acids.

The reaction of the compounds of the formulae (I″) and (IV) can becarried out using standard methods of esterification or, if appropriate,via activated carboxylic acids.

The preparation of compounds of the formula (I″) from compounds (I′) canbe carried out using standard methods of hydrolysis.

-   e) The compounds of the formula (III) can be prepared, for example,    by reacting a dicarbonyl compound of the formula (V)    R⁴—CO—CH₂—CO—R⁵  (V)    with a compound of the formula (VI),    R²R³C(HaI)-CO—OR¹  (VI)    -   where R¹, R², R³, R⁴ and R⁵ are defined as for formula (III) and        R¹ is preferably methyl or ethyl, and HaI is a leaving group,        preferably a reactive halogen, such as a chlorine atom or, in        particular, a bromine atom, or else p-toluenesulfonyl(tosyl) or        methylsulfonyl(mesyl).

The compounds of the formula (I) according to the invention can beprepared by known methods analogously to the processes a) to e)mentioned, as described, for example, in Methoden der organischen Chemie[Methods of Organic Chemistry] (Houben-Weyl, E. Schaumann, Ed.) volumeE8b, Hetarenes III, part 2, pp. 399-710, Georg Thieme Verlag, Stuttgart1994 and the literature cited therein, where the syntheses according toMethoden der organischen Chemie (Houben-Weyl, E. Schaumann, Ed.) volumeE8b, Hetarenes III, part 2, p. 420 ff., Georg Thieme Verlag, Stuttgart1994 and the literature cited therein; Synthesis, 1986, 409; J. ChineseChem. Soc., 2001, 48, 45 and in particular U.S. Pat. No. 4,146,721,DE2141124, DOS 1946370 and Justus Liebigs Ann. Chem. 1973, 1919 are ofparticular interest.

-   f) The compounds of the formula (V) can also be prepared, for    example, by reacting a compound of the formula (VII)    R⁵—CO—OR⁷  (VII)    with a compound of the formula (VIII),    CH₃—CO—R⁴  (VIII)    -   where R⁴ and R⁵ are as defined for formula (I), R⁷ is        (C₁-C₆)-alkyl, preferably methyl or ethyl, in the presence of a        suitable organic base, such as, for example, sodium methoxide or        sodium ethoxide, in a suitable solvent, for example methanol,        ethanol or, preferably, tetrahydrofuran, in a temperature range        between −10 and 50° C., preferably 0° C., and, if appropriate,        under an atmosphere of inert gas, for example nitrogen.

Reactions analogous to the reaction have been described in theliterature, for example Supramolecular Chemistry (2003), 15(7-8),529-547; J. Am. Chem. Soc. (1951), 73 5614-16; J. of Med. Chem. (1990),33(7), 1859-65; WO 00/08002.

Alternatively, compounds of the formula (V) can also be obtained byreacting a compound of the formula (IX)R⁴—CO—OR⁷  (IX)with a compound of the formula (X),CH₃—CO—R⁵  (X)under conditions analogous to those described above under f),where R⁴ and R⁵ are as defined for formula (I), R⁷ is (C₁-C₆)-alkyl,preferably methyl or ethyl.

Reactions analogous to the reaction have been described in theliterature, for example in J. Am. Chem. Soc. (1950), 72 1352-6.

-   g) To prepare a compound of the general formula (I),

in which Het, R¹, R², R³, R⁴, R⁵ and R⁶ are as defined for formula (I),it is also possible, for example, to react a compound of the generalformula (XI) with a boron derivative of the formula (XII) in thepresence of a suitable Cu(I) or Cu(II) salt and an organic base, ifappropriate in a solvent, as shown in the scheme below:

in which Het, R¹, R², R³, R⁴, R⁵, R⁶ have the meanings given above forformula (I) and R⁸ is H or (C₁-C₆)-alkyl, preferably methyl, or the twoalkyl radicals R⁸ are linked cyclically.

The reaction is carried out in the presence of a suitable inorganic ororganic copper(I) or copper(II) salt, preferably CuI, Cu₂O, particularlypreferably Cu(OAc)₂, using more than one equivalent of boron derivative(XII), preferably between 1.5 and 2 equivalents.

To this end, a suitable organic base such as, for example, pyridine orpotassium tert-butoxide is added and, to make the transmetallation moreefficient, a source of fluoride anions, preferably cesium fluoride.

The reaction is carried out in a suitable solvent, preferably ahalogenated solvent, for example trichloromethane or, preferably,dichloromethane, in a temperature range between 0 and 40° C., preferablybetween 20 and 30° C., and, if appropriate, under an atmosphere of inertgas, for example nitrogen, until the reaction has gone to completion,which may in some cases require long reaction times.

Analogous methods for copper-induced C—N couplings have been describedin the literature, for example in Tet. Lett. 1998, 39, 2941; Tet. Lett.1998, 39, 2933; Tet. Lett. 44 (2003) 3863-3865; J. Comb. Chem. 2004, 6,385-390; Tet. Lett. 41 (2000) 9053 to 9057.

Analogous methods for copper-induced C—N couplings in the presence offluoride anions have been described in the literature, for example inEur. J. Org. Chem. 2007, 1318-1323 and Org. Lett. 2007, 9 (5), 761.

Compounds of the general formula (XI) can be prepared by processes knownto the person skilled in the art, for example by reacting a compound ofthe general formula (III), in which R¹, R², R³, R⁴ and R⁵ are as definedfor formula (I), with hydrazine (hydrate) as described in Can. J. Chem.2001, 79 (2), 183-194.

Compounds of the general formula (XII) are known to the person skilledin the art, and some are commercially available or can be prepared byprocesses known to the person skilled in the art, for example asdescribed in a) Science of Synthesis, Houben-Weyl (Methods of MolecularTransformations), Category 2, Volume 6, Ed. E. Schaumann; b) Houben-Weyl(Methoden der organische Chemie [Methods of Organic Chemistry]), Volume13, Organoborverbindungen [Organoboron Compounds] I-Part 3a, Ed. E.Schaumann.

-   h) A suitable starting material for preparing a compound of the    formula (I) mentioned in which Het, R¹, R², R³, R⁴, R⁵ and R⁶ are as    defined for formula (I) can also be, for example, a compound of the    general formula (XV), which is prepared by reacting a compound of    the formula (XIII) in which R⁶ has the meaning given above for    formula (I) with benzophenone hydrazone (XIV) in the presence of a    suitable catalyst/ligand system with a suitable base and in a    suitable solvent.

Compounds of the general formula (XV) give, with a compound of thegeneral formula (III) in the presence of an acid, if appropriate in asolvent, the compound of the general formula (I), as shown in the schemebelow:

Here, Het, R¹, R², R³, R⁴, R⁵, R⁶ have the meanings given above forformula (I), LG is a leaving group, suitable leaving groups beingchlorine, bromine, iodine, phenylsulfonate, tosylate and triflate, interalia.

Compounds of the formula (XIII) can be reacted with benzophenonehydrazone (XIV) in the presence of a catalyst and a suitablecatalyst/ligand system to give compounds of the formula (XV). Thereaction is preferably carried out using a palladium catalyst, forexample palladium(II) acetate, using a phosphine ligand, such as, forexample, 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP),1,1′-diphenylphosphinoferrocene (DPPF), 2-di-tert-butylphosphinobiphenyl(JohnPhos), 2-dicyclohexylphosphino-2′-dimethylaminobiphenyl (DavePhos),2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos),2-dicyclohexylphosphino-2′-methylbiphenyl (MePhos),4,5-bis(diphenylphosphino)xanthene (XANTPHOS). The use of a base, forexample sodium tert-butoxide, is advantageous. The reaction is carriedout under an atmosphere of inert gas, for example nitrogen, withexclusion of water in a suitable solvent, for example toluene.

Benzophenone hydrazone is commercially available.

Compounds of the formula (XV) can directly be reated further withcompounds of the formula (III) to give compounds of the formula (I). Thereaction is carried out in the presence of a suitable inorganic ororganic (non)aqueous acid, preferably p-toluenesulfonic acid, sulfuricacid, particularly preferably hydrochloric acid, where between 1 and 10,particularly preferably 5, equivalents of the acid are used.

The reaction is carried out in a suitable solvent, for example diethylether, dioxane or, preferably, tetrahydrofuran, in a temperature rangebetween 0 and 80° C., preferably 50° C., and, if appropriate, under anatmosphere of inert gas, for example nitrogen.

Analogous cyclization reactions of a hydrazone with a 1,3-diketone togive a pyrazole have been described in the literature, for example inWO2001/32627; Angew. Chem. 110 (1998) 2249-2252; Tet. Lett. 43 (2002)2171-2173; J. Am. Chem. Soc. 1981, 103, 7743-7752; Organic ProcessResearch and Development 2004, 8, 1065-1071; Tet. Lett. 45 (2004)5935-5937; WO2007/064872, U.S. Pat. No. 6,489,512, WO2006/114213.

Compounds of the formula (XV) can also be converted into compounds ofthe formula (II) using processes known to the person skilled in the art,in the presence of acid, preferably under partially aqueous conditions.The compounds of the formula (II) can furthermore be reacted accordingto process a) mentioned above to give compounds of the formula (I).

Compounds of the general formula (XIII) are known to the person skilledin the art, and some of them are commercially available or can beprepared by processes known to the person skilled in the art, forexample as described in Science of Synthesis, Houben-Weyl (Methods ofMolecular Transformations), Category 2, Volume 16, Ed. E. Schaumann.

Compounds of the general formula (XV) can be prepared as described, forexample, in Tet. Lett. 45 (2004) 5935-5937; Angew. Chem. Int. Ed. 2006,45, 6523-6527; J. Am. Chem. Soc. (2003) 125, 13978-13980; J. Am. Chem.Soc. (2003), 125, 6653-6655; Org. Lett. 3 (9) (2001) 1351; Tet. Lett. 45(2004) 5935-5937; Tetr. Lett. 43 (2002) 2171-2173; Angew. Chem. Int. Ed.1998, 37 (15) 2090; WO2001/32627; J. Am. Chem. Soc. (1998) 120, 6621;WO2007/064872; U.S. Pat. No. 6,489,512; WO2006/114213; US2005/0192294,J. Am. Chem. Soc. 2003, 125, 6653-6655; Org. Lett. 2001, 3 (9),1351-1354.

-   i) To prepare a compound of the formula (I) mentioned in which Het,    R¹, R², R³, R⁴, R⁵ and R⁶ are as defined for formula (I), it is also    possible, for example, to react a compound of the general    formula (XVI) where R⁶ is as defined for formula (I) with    di-tert-butyl azodicarboxylate (DBAD, XVII) in the presence of a    suitable copper salt in a suitable solvent to give a compound of the    general formula (XVIII) in which R⁶ is as defined for formula (I).    This gives compounds of the formula (II) or salts thereof in which    R⁶ is as defined for formula (I) which, according to process a), can    be converted into compounds of the formula (I) in which R¹, R², R³,    R⁴, R⁵ and R⁶ are as defined for formula (I), as shown in the scheme    below:

The reaction is carried out, for example, in the presence of a suitableinorganic copper salt, for example Cu(OAc)₂ or Cu(OAc)₂.H₂O, in asuitable solvent, for example in an alcohol such as methanol, in atemperature range between 0 and 40° C., preferably 20-25° C., and, ifappropriate, under an atmosphere of inert gas, for example nitrogen.

Analogous reactions using commercially availabledi-tert-butyl(E)-diazene-1,2-dicarboxylate (DTBAD) have been describedin the literature, for example Org. Lett. (2006) 8 (1), 43-45; J. Org.Chem. 2005, 70, 8631-8634.

Compounds of the general formula (XVI) are commercially available and/orcan be prepared by processes known to the person skilled in the art, forexample as described in a) Science of Synthesis, Houben-Weyl (Methods ofMolecular Transformations), Category 2, Volume 6, Ed. E. Schaumann; b)Houben-Weyl (Methoden der organische Chemie [Methods of OrganicChemistry]), Volume 13, Organoborverbindungen [Organoboron Compounds]I-Part 3a, Ed. E. Schaumann. Compounds of the general formula (XVIII)can be converted into compounds of the general formula (II) usingprocesses known to the person skilled in the art, for example asdescribed in J. Med. Chem. 1998, 41, 2858-2871; Tetrahedron 44 (17),5525 (1988); J. Med. Chem. 1996, 39, 1172-1188; J. Org. Chem. 2004, 69,5778-5781.

Compounds of the general formula (II) or their salts can be converted bythe abovementioned process a) into compounds of the formula (I).

-   j) To prepare a compound of the formula (I) mentioned in which Het,    R¹, R², R³, R⁴, R⁵ and R⁶ are as defined for formula (I), it is also    possible, for example, to react a compound of the general    formula (XIX) in which R⁶ is as defined for formula (I) and LG′ is a    suitable group, where suitable groups are boron and iodine, inter    alia, with a suitable metal or a suitable transmetallation reagent    to give a compound of the formula (XX) which for its part is reacted    with di-tert-butyl(E)-diazene-1,2-dicarboxylate (DTBAD, XVII) in the    presence of a suitable solvent to give a compound of the general    formula (XVIII) in which R⁶ is as defined for formula (I). This    gives compounds of the formula (II) or salts thereof in which R⁶ is    as defined for formula (I) which, according to process a), can be    converted into compounds of the formula (I) where R¹, R², R³, R⁴, R⁵    and R⁶ are as defined for formula (I), as shown in the scheme below:

The conversion into a compound of the general formula (XX) is carriedout, for example, in the presence of a suitable transmetallationreagent, for example an alkyllithium base, preferably BuLi; or a metal,preferably Li, Mg or Zn. The nucleophile formed in this manner isreacted further with di-tert-butyl(E)-diazene-1,2-dicarboxylate (DTBAD,XVIII) to give a compound of the general formula (XVIII). Analogousreactions using commercially available di-tert-butyl azodicarboxylate(DBAD) have been described in the literature, for example Tet. Lett.1987, 28 (42), 4933; Tet. Lett. 39 (1998) 9157-9160.

Compounds of the general formula (XIX) are commercially available and/orcan be prepared by processes known to the person skilled in the art, forexample as described in Science of Synthesis, Houben-Weyl (Methods ofMolecular Transformations), Category 2, Volume 16, Ed. E. Schaumann.

Compounds of the general formula (XVIII) can be converted into compoundsof the general formula (II) by processes known to the person skilled inthe art, for example as described in J. Med. Chem. 1998, 41, 2858-2871;Tetrahedron 44 (17), 5525 (1988); J. Med. Chem. 1996, 39, 1172-1188; J.Org. Chem. 2004, 69, 5778-5781.

Compounds of the general formula (II) or their salts can be converted bythe abovementioned process a) into compounds of the formula (I).

The starting materials of the general formula (Ill) can be obtained viagenerally known processes by alkylation of corresponding 1,3-diketoneswith 2-halogenated acetic acid derivatives, for example bromoacetic acidderivatives (cf., for example, DE-OS 1946370, p. 13). The 1,3-diketones(V) required as starting materials for this purpose can be prepared bythe abovementioned process f) or are commercially available or knownand/or can be prepared by known processes (see, for example, U.S. Pat.No. 4,146,721, DE2141124, DOS1946370 or J. Am. Chem. Soc., 1948, 70,4023; Justus Liebigs Ann. Chem. 1973, 1919; Justus Liebigs Ann. Chem.1976, 13; J. Chem. Soc. Perkin Trans. 2, 1993, 6, 1067; HeteroatomChemistry, 1997, 8, 147).

Also possible for preparing enantiomers of the compounds (I) arecustomary methods for optical resolution (cf. textbooks ofstereochemistry), for example following processes for separatingmixtures into diastereomers, for example physical processes, such ascrystallization, chromatographic processes, in particular columnchromatography and high-pressure liquid chromatography, distillation, ifappropriate under reduced pressure, extraction and other processes, itis possible to separate remaining mixtures of enantiomers, generally bychromatographic separation on chiral solid phases. Suitable forpreparative amounts or on an industrial scale are processes such as thecrystallization of diastereomeric salts which can be obtained from thecompounds (I) using optically active acids and, if appropriate, providedthat acidic groups are present, using optically active bases.

Optically active acids which are suitable for optical resolution bycrystallization of diastereomeric salts are, for example,camphorsulfonic acid, camphoric acid, bromocamphorsulfonic acid, quinicacid, tartaric acid, dibenzoyltartaric acid and other analogous acids;suitable optically active bases are, for example, quinine, cinchonine,quinidine, brucine, 1-phenylethylamine and other analogous bases. Thecrystallizations are then in most cases carried out in aqueous oraqueous-organic solvents, where the diastereomer which is less solubleprecipitates first, if appropriate after seeding. One enantiomer of thecompound of the formula (I) is then liberated from the precipitatedsalt, or the other is liberated from the crystals, by acidification orusing a base.

The following acids are suitable for preparing the acid addition saltsof the compounds of the formula (I): hydrohalic acids, such ashydrochloric acid or hydrobromic acid, furthermore phosphoric acid,nitric acid, sulfuric acid, mono- or bifunctional carboxylic acids andhydroxycarboxylic acids, such as acetic acid, maleic acid, succinicacid, fumaric acid, tartaric acid, citric acid, salicylic acid, sorbicacid, or lactic acid, and also sulfonic acids, such as p-toluenesulfonicacid and 1,5-naphthalenedisulfonic acid. The acid addition compounds ofthe formula (I) can be obtained in a simple manner by the customarymethods for forming salts, for example by dissolving a compound of theformula (I) in a suitable organic solvent, such as, for example,methanol, acetone, methylene chloride or benzene, and adding the acid attemperatures of from 0 to 100° C., and they can be isolated in a knownmanner, for example by filtration, and, if appropriate, purified bywashing with an inert organic solvent.

The base addition salts of the compounds of the formula (I) arepreferably prepared in inert polar solvents, such as, for example,water, methanol or acetone, at temperatures of from 0 to 100° C.Examples of bases which are suitable for the preparation of the saltsaccording to the invention are alkali metal carbonates, such aspotassium carbonate, alkali metal hydroxides and alkaline earth metalhydroxides, for example NaOH or KOH, alkali metal hydrides and alkalineearth metal hydrides, for example NaH, alkali metal alkoxides andalkaline earth metal alkoxides, for example sodium methoxide orpotassium tert-butoxide, or ammonia, ethanolamine or quaternary ammoniumhydroxide of the formula [NRR′R″R′″]⁺OH⁻.

What is meant by the “inert solvents” referred to in the above processvariants are in each case solvents which are inert under the particularreaction conditions but need not be inert under any reaction conditions.

Collections of compounds of the formula (I) and/or their salts which canbe synthesized in accordance with the abovementioned reactions can alsobe prepared in a parallelized manner, which can be effected manually orin a partly or fully automated manner. Here, it is possible for exampleto automate the procedure of the reaction, the work-up or thepurification of the products or intermediates. In total, this isunderstood as meaning a procedure as described for example by D. Tiebesin Combinatorial Chemistry—Synthesis, Analysis, Screening (EditorGünther Jung), Wiley 1999, on pages 1 to 34.

A number of commercially available apparatuses can be used for theparallelized reaction procedure and work-up, for example Calpysoreaction blocks from Barnstead International, Dubuque, Iowa 52004-0797,USA, or reaction stations from Radleys, Shirehill, Saffron Walden,Essex, CB 11 3AZ, England or MuItiPROBE Automated Workstations fromPerkin Elmar, Waltham, Mass. 02451, USA. Chromatographic apparatuses,for example from ISCO, Inc., 4700 Superior Street, Lincoln, Nebr. 68504,USA, are available, inter alia, for the parallelized purification ofcompounds of the formula (I) and their salts or of intermediatesgenerated in the course of the preparation.

The apparatuses listed lead to a modular procedure in which theindividual passes are automated, but manual operations must be carriedout between the passes. This can be circumvented by the use of partly orfully integrated automation systems, where the relevant automationmodules are operated by, for example, robots. Such automation systemscan be obtained for example from Caliper, Hopkinton, Mass. 01748, USA.

The performance of individual, or a plurality of, synthesis steps can beaided by the use of polymer-supported reagents/scavenger resins. Thespecialist literature describes a series of experimental protocols, forexample in ChemFiles, Vol. 4, No. 1, Polymer-Supported Scavengers andReagents for Solution-Phase Synthesis (Sigma-Aldrich).

Besides the methods described herein, the preparation of compounds ofthe formula (I) and their salts can be effected fully or in part bysolid-phase-supported methods. For this purpose, individualintermediates, or all intermediates, of the synthesis or of a synthesisadapted to the relevant procedure are bound to a synthesis resin.Solid-phase-supported synthesis methods are described sufficiently inthe specialist literature, for example Barry A. Bunin in “TheCombinatorial Index”, Academic Press, 1998 and CombinatorialChemistry—Synthesis, Analysis, Screening (Editor Günther Jung), Wiley,1999. The use of solid-phase-supported synthesis methods permits aseries of protocols known from the literature, which, again, can becarried out manually or in an automated manner. For example, thereactions can be carried out by means of IRORI technology inmicroreactors from Nexus Biosystems, 12140 Community Road, Poway, Calif.92064, USA.

Carrying out individual or a plurality of synthesis steps, both on asolid and in the liquid phase, can be aided by the use of microwavetechnology. A series of experimental protocols are described in thespecialist literature, for example in Microwaves in Organic andMedicinal Chemistry (Editors C. O. Kappe and A. Stadler), Wiley, 2005.

The preparation by the processes described here affords compounds of theformula (I) and their salts in the form of substance collectionsreferred to as libraries. The present invention therefore also provideslibraries comprising at least two compounds of the formula (I) and/orsalts thereof.

The compounds of the formula (I) according to the invention and/or theirsalts, hereinbelow together referred to as “compounds (I) according tothe invention” or in short “compounds (I)”, have an outstandingherbicidal activity against a broad spectrum of economically importantmonocotyledonous and dicotyledonous annual harmful plants. The activecompounds also act efficiently on perennial harmful plants which produceshoots from rhizomes, rootstocks or other perennial organs and which aredifficult to control.

The present invention therefore also relates to a method of controllingunwanted plants or for regulating the growth of plants, preferably incrops of plants, where one or more compound(s) according to theinvention is/are applied to the plants (for example harmful plants suchas monocotyledonous or dicotyledonous weeds or undesired crop plants),to the seeds (for example grains, seeds or vegetative propagules such astubers or shoot parts with buds) or to the area on which the plants grow(for example the area under cultivation). In this context, the compoundsaccording to the invention can be applied for example pre-planting (ifappropriate also by incorporation into the soil), pre-emergence orpost-emergence. Examples of individual representatives of themonocotyledonous and dicotyledonous weed flora which can be controlledby the compounds according to the invention shall be mentioned, withoutthe mention being intended as a limitation to certain species.

Monocotyledonous harmful plants of the genera: Aegilops, Agropyron,Agrostis, Alopecurus, Apera, Avena, Brachiaria, Bromus, Cenchrus,Commelina, Cynodon, Cyperus, Dactyloctenium, Digitaria, Echinochloa,Eleocharis, Eleusine, Eragrostis, Eriochloa, Festuca, Fimbristylis,Heteranthera, Imperata, Ischaemum, Leptochloa, Lolium, Monochoria,Panicum, Paspalum, Phalaris, Phleum, Poa, Rottboellia, Sagittaria,Scirpus, Setaria, Sorghum.

Dicotyledonous weeds of the genera: Abutilon, Amaranthus, Ambrosia,Anoda, Anthemis, Aphanes, Artemisia, Atriplex, Bellis, Bidens, Capsella,Carduus, Cassia, Centaurea, Chenopodium, Cirsium, Convolvulus, Datura,Desmodium, Emex, Erysimum, Euphorbia, Galeopsis, Galinsoga, Galium,Hibiscus, Ipomoea, Kochia, Lamium, Lepidium, Lindernia, Matricaria,Mentha, Mercurialis, Mullugo, Myosotis, Papaver, Pharbitis, Plantago,Polygonum, Portulaca, Ranunculus, Raphanus, Rorippa, Rotala, Rumex,Salsola, Senecio, Sesbania, Sida, Sinapis, Solanum, Sonchus, Sphenoclea,Stellaria, Taraxacum, Thlaspi, Trifolium, Urtica, Veronica, Viola,Xanthium.

If the compounds according to the invention are applied to the soilsurface before germination, either the emergence of the weed seedlingsis prevented completely or the weeds grow until they have reached thecotyledon stage, but then stop their growth and, finally, die completelyafter three to four weeks have elapsed.

When the active compounds are applied post-emergence to the green plantparts, growth stops after the treatment, and the harmful plants remainin the growth stage of the time of application or die fully after acertain period of time, so that competition by weeds, which is harmfulto the crop plants, is thus eliminated at an early point in time and ina sustained manner.

Although the compounds according to the invention display an outstandingherbicidal activity against monocotyledonous and dicotyledonous weeds,crop plants of economically important crops, for example dicotyledonouscrops of the genera Arachis, Beta, Brassica, Cucumis, Cucurbita,Helianthus, Daucus, Glycine, Gossypium, Ipomoea, Lactuca, Linum,Lycopersicon, Miscanthus, Nicotiana, Phaseolus, Pisum, Solanum, Vicia,or monocotyledonous crops of the genera Allium, Ananas, Asparagus,Avena, Hordeum, Oryza, Panicum, Saccharum, Secale, Sorghum, Triticale,Triticum, Zea, in particular Zea and Triticum, are damaged only to aninsignificant extent, or not at all, depending on the structure of therespective compound according to the invention and its application rate.This is why the present compounds are highly suitable for the selectivecontrol of undesired plant growth in plant crops such as agriculturallyuseful plants or ornamentals.

Moreover, the compounds according to the invention (depending on theirrespective structure and the application rate applied) have outstandinggrowth-regulatory properties in crop plants. They engage in the plantmetabolism in a regulatory fashion and can therefore be employed for theinfluencing, in a targeted manner, of plant constituents and forfacilitating harvesting, such as, for example, by triggering desiccationand stunted growth. Moreover, they are also suitable for generallycontrolling and inhibiting undesired vegetative growth withoutdestroying the plants in the process. Inhibiting the vegetative growthplays an important role in many monocotyledonous and dicotyledonouscrops since for example lodging can be reduced, or prevented completely,hereby.

Owing to their herbicidal and plant-growth-regulatory properties, theactive compounds can also be employed for controlling harmful plants incrops of genetically modified plants or plants which have been modifiedby conventional mutagenesis. As a rule, the transgenic plants aredistinguished by especially advantageous properties, for example byresistances to certain pesticides, mainly certain herbicides,resistances to plant diseases or causative organisms of plant diseases,such as certain insects or microorganisms such as fungi, bacteria orviruses. Other special properties relate for example to the harvestedmaterial with regard to quantity, quality, storability, composition andspecific constituents. Thus, transgenic plants with an increased starchcontent or a modified starch quality or those with a different fattyacid composition of the harvested material are known.

With regards to transgenic crops, it is preferred to use the compoundsaccording to the invention in economically important transgenic crops ofuseful plants and ornamentals, for example of cereals such as wheat,barley, rye, oats, sorghum and millet, rice and maize or else crops ofsugar beet, cotton, soybean, oilseed rape, potato, tomato, peas andother vegetables.

It is preferred to employ the compounds according to the invention asherbicides in crops of useful plants which are resistant, or have beenmade resistant by recombinant means, to the phytotoxic effects of theherbicides.

Owing to their herbicidal and plant-growth-regulatory properties, theactive compounds can also be employed for controlling harmful plants incrops of known genetically modified plants or those which have still tobe developed. As a rule, the transgenic plants are distinguished byespecially advantageous properties, for example by resistances tocertain pesticides, mainly certain herbicides, resistances to plantdiseases or causative organisms of plant diseases, such as certaininsects or microorganisms such as fungi, bacteria or viruses. Otherspecial properties relate for example to the harvested material withregard to quantity, quality, storability, composition and specificconstituents. Thus, transgenic plants with an increased starch contentor a modified starch quality or those with a different fatty acidcomposition of the harvested material are known. Other particularproperties may be tolerance or resistance to abiotic stressors, forexample heat, cold, drought, salt and ultraviolet radiation.

It is preferred to use the compounds of the formula (I) according to theinvention or their salts in economically important transgenic crops ofuseful plants and ornamentals, for example of cereals such as wheat,barley, rye, oats, sorghum and millet, rice, cassava and maize or elsecrops of sugar beet, cotton, soybean, oilseed rape, potato, tomato, peasand other vegetables.

It is preferred to employ the compounds of the formula (I) and/or theirsalts as herbicides in crops of useful plants which are resistant, orhave been made resistant by recombinant means, to the phytotoxic effectsof the herbicides.

Conventional ways of generating novel plants which, in comparison withexisting plants, have modified properties are, for example, traditionalbreeding methods and the generation of mutants. Alternatively, novelplants with modified properties can be generated with the aid ofrecombinant methods (see, for example, EP-A-0221044, EP-A-0131624). Forexample, the following have been described in several cases:

-   -   recombinant modifications of crop plants for the purposes of        modifying the starch synthesized in the plants (for example-WO        92/11376, WO 92/14827, WO 91/19806),    -   transgenic crop plants which are resistant to certain herbicides        of the glufosinate type (cf., for example, EP-A-0242236,        EP-A-242246) or of the glyphosate type (WO 92/00377) or of the        sulfonylurea type (EP-A-0257993, U.S. Pat. No. 5,013,659),    -   transgenic crop plants, for example cotton, which is capable of        producing Bacillus thuringiensis toxins (Bt toxins), which make        the plants resistant to certain pests (EP-A-0142924,        EP-A-0193259),    -   transgenic crop plants with a modified fatty acid composition        (WO 91/13972),    -   genetically modified crop plants with novel constituents or        secondary metabolites, for example novel phytoalexins, which        bring about an increased disease resistance (EPA 309862,        EPA0464461),    -   genetically modified plants with reduced photorespiration which        feature higher yields and higher stress tolerance (EPA 0305398),    -   transgenic crop plants which produce pharmaceutically or        diagnostically important proteins (“molecular pharming”),    -   transgenic crop plants which are distinguished by higher yields        or better quality,    -   transgenic crop plants which are distinguished by a combination,        for example of the abovementioned novel properties (“gene        stacking”).

A large number of molecular-biological techniques by means of whichnovel transgenic plants with modified properties can be generated areknown in principle; see, for example, I. Potrykus and G. Spangenberg(eds.) Gene Transfer to Plants, Springer Lab Manual (1995), SpringerVerlag Berlin, Heidelberg. or Christou, “Trends in Plant Science” 1(1996) 423-431).

To carry out such recombinant manipulations, it is possible to introducenucleic acid molecules into plasmids, which permit a mutagenesis orsequence modification by recombination of DNA sequences. For example,base substitutions can be carried out, part-sequences can be removed, ornatural or synthetic sequences may be added with the aid of standardmethods. To link the DNA fragments with one another, it is possible toadd adapters or linkers to the fragments; see, for example, Sambrook etal., 1989, Molecular Cloning, A Laboratory Manual, 2nd ed., Cold SpringHarbor Laboratory Press, Cold Spring Harbor, N.Y.; or Winnacker “Geneand Klone [Genes and Clones]”, VCH Weinheim 2nd ed., 1996

The generation of plant cells with a reduced activity for a gene productcan be achieved for example by the expression of at least onecorresponding antisense RNA, a sense RNA for achieving a cosuppressioneffect or by the expression of at least one correspondingly constructedribozyme, which specifically cleaves transcripts of the abovementionedgene product.

To do this, it is possible firstly to use DNA molecules which compriseall of the coding sequence of a gene product, including any flankingsequences which may be present, or else DNA molecules which onlycomprise parts of the coding sequence, it being necessary for theseparts to be long enough to bring about an antisense effect in the cells.It is also possible to use DNA sequences which have a high degree ofhomology with the coding sequences of a gene product, but which are notentirely identical.

When expressing nucleic acid molecules in plants, the proteinsynthesized may be localized in any compartment of the plant cell. Inorder to achieve localization in a particular compartment, however, itis possible for example to link the coding region to DNA sequences whichensure the localization in a specific compartment. Such sequences areknown to the skilled worker (see, for example, Braun et al., EMBO J. 11(1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988),846-850; Sonnewald et al., Plant J. 1 (1991), 95-106). The nucleic acidmolecules can also be expressed in the organelles of the plant cells.

The transgenic plant cells can be regenerated by known techniques togive intact plants. In principle, the transgenic plants may be plants ofany plant species, that is to say both monocotyledonous anddicotyledonous plants.

Thus, transgenic plants can be obtained which feature modifiedproperties as the result of overexpression, suppression or inhibition ofhomologous (=natural) genes or gene sequences or expression ofheterologous (=foreign) genes or gene sequences.

It is preferred to employ the compounds (I) according to the inventionin transgenic crops which are resistant to growth regulators such as,for example, dicamba, or against herbicides which inhibit essentialplant enzymes, for example acetolactate synthases (ALS), EPSP synthases,glutamine synthases (GS) or hydroxyphenylpyruvate dioxygenases (HPPD),or against herbicides from the group of the sulfonylureas, glyphosate,glufosinate or benzoylisoxazoles and analogous active compounds.

When the active compounds according to the invention are used intransgenic crops, in addition to the effects on harmful plants observedin other crops, effects specific to the application in the particulartransgenic crop often occur, for example an altered or specificallyextended weed spectrum which can be controlled, altered applicationrates which can be used for the application, preferably goodcombinability with the herbicides toward which the transgenic crop isresistant, and influencing of growth and yield of the transgenic cropplants.

The invention therefore also relates to the use of the compounds of theformula (I) according to the invention and/or their salts as herbicidesfor controlling harmful plants in transgenic crop plants.

The use according to the invention for the control of harmful plants orfor growth regulation of plants also includes the case in which theactive compound of the formula (I) or its salt is not formed from aprecursor substance (“prodrug”) until after application on the plant, inthe plant or in the soil.

The compounds (I) according to the invention can be employed in thecustomary preparations in the form of wettable powders, emulsifiableconcentrates, sprayable solutions, dusts or granules. The inventiontherefore also relates to herbicidal and plant-growth-regulatingcompositions which comprise the compounds of the formula (I) and/orsalts thereof.

The compounds of the formula (I) and/or salts thereof can be formulatedin various ways according to which biological and/or physicochemicalparameters are required. Possible formulations include, for example:wettable powders (WP), water-soluble powders (SP), water-solubleconcentrates, emulsifiable concentrates (EC), emulsions (EW) such asoil-in-water and water-in-oil emulsions, sprayable solutions, suspensionconcentrates (SC), oil- or water-based dispersions, oil-misciblesolutions, capsule suspensions (CS), dusting products (DP),seed-dressing products, granules for scattering and soil application,granules (GR) in the form of microgranules, spray granules, coatedgranules and adsorption granules, water-dispersible granules (WG),water-soluble granules (SG), ULV formulations, microcapsules and waxes.

These individual formulation types are known in principle and aredescribed, for example, in: Winnacker-Küchler, “Chemische Technologie”[Chemical technology], Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986,Wade van Valkenburg, “Pesticide Formulations”, Marcel Dekker, N.Y.,1973; K. Martens, “Spray Drying” Handbook, 3rd Ed. 1979, G. Goodwin Ltd.London.

The formulation auxiliaries required, such as inert materials,surfactants, solvents and further additives, are also known and aredescribed, for example, in: Watkins, “Handbook of Insecticide DustDiluents and Carriers”, 2nd Ed., Darland Books, Caldwell N.J., H.v.Olphen, “Introduction to Clay Colloid Chemistry”; 2nd Ed., J. Wiley &Sons, N.Y.; C. Marsden, “Solvents Guide”; 2nd Ed., Interscience, N.Y.1963; McCutcheon's “Detergents and Emulsifiers Annual”, MC Publ. Corp.,Ridgewood N.J.; Sisley and Wood, “Encyclopedia of Surface ActiveAgents”, Chem. Publ. Co. Inc., N.Y. 1964; Schönfeldt,“Grenzflächenaktive Äthylenoxidaddukte” [Interface-active ethylene oxideadducts], Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler,“Chemische Technologie” [Chemical technology], volume 7, C. HanserVerlag Munich, 4th Ed. 1986.

Wettable powders are preparations which are uniformly dispersible inwater and which, in addition to the active substance, also compriseionic and/or nonionic surfactants (wetters, dispersants), for examplepolyoxyethylated alkylphenols, polyoxyethylated fatty alcohols,polyoxyethylated fatty amines, fatty alcohol polyglycol ether sulfates,alkanesulfonates, alkylbenzenesulfonates, sodium lignosulfonate, sodium2,2′-dinaphthylmethane-6,6′-disulfonate, sodiumdibutylnaphthalenesulfonate or else sodium oleoylmethyltaurinate,besides a diluent or inert substance. To prepare the wettable powders,the herbicidally active substances are ground finely, for example incustomary apparatuses such as hammer mills, blower mills and air-jetmills, and mixed with the formulation auxiliaries, either simultaneouslyor subsequently.

Emulsifiable concentrates are prepared by dissolving the activesubstance in an organic solvent, for example butanol, cyclohexanone,dimethylformamide, xylene or else higher-boiling aromatics orhydrocarbons or mixtures of the organic solvents with addition of one ormore ionic and/or nonionic surfactants (emulsifiers). Examples ofemulsifiers which may be used are: calcium alkylarylsulfonates such ascalcium dodecylbenzenesulfonate, or nonionic emulsifiers such as fattyacid polyglycol esters, alkylarylpolyglycol ethers, fatty alcoholpolyglycol ethers, propylene oxide/ethylene oxide condensates, alkylpolyethers, sorbitan esters such as, for example, sorbitan fatty acidesters or polyoxyethylene sorbitan esters such as, for example,polyoxyethylene sorbitan fatty acid esters.

Dusts are obtained by grinding the active substance with finely dividedsolid materials such as, for example, talc, natural clays such askaolin, bentonite and pyrophyllite, or diatomaceous earth.

Suspension concentrates can be water- or oil-based. They can be preparedfor example by wet-grinding by means of commercially available beadmills, if appropriate with addition of surfactants as already listedabove for example in the case of the other formulation types. Emulsions,for example oil-in-water emulsions (EW), can be prepared for example bymeans of stirrers, colloid mills and/or static mixers using aqueousorganic solvents and, if appropriate, surfactants, as have already beenmentioned for example above for the other formulation types.

Granules can be prepared either by spraying the active substance ontoadsorptive, granulated inert material, or by applying active substanceconcentrates to the surface of carriers such as sand, kaolinites orgranulated inert material with the aid of stickers, for examplepolyvinyl alcohol, sodium polyacrylate or else mineral oils. Suitableactive substances can also be granulated in the manner which iscustomary for the production of fertilizer granules, if desired as amixture with fertilizers.

Water-dispersible granules are generally prepared by customary methodssuch as spray drying, fluidized-bed granulation, disk granulation,mixing with high-speed stirrers, and extrusion without solid inertmaterial. To prepare disk granules, fluidized-bed granules, extrudergranules and spray granules, see, for example, methods in “Spray-DryingHandbook” 3rd ed. 1979, G. Goodwin Ltd., London; J. E. Browning,“Agglomeration”, Chemical and Engineering 1967, pages 147 et seq.;“Perry's Chemical Engineer's Handbook”, 5th Ed., McGraw-Hill, New York1973, p. 8-57.

For further details of the formulation of crop protection products see,for example, G. C. Klingman, “Weed Control as a Science”, John Wiley andSons, Inc., New York, 1961, pages 81-96 and J. D. Freyer, S. A. Evans,“Weed Control Handbook”, 5th Ed., Blackwell Scientific Publications,Oxford, 1968, pages 101-103.

The agrochemical formulations contain generally from 0.1 to 99% byweight, in particular from 0.1 to 95% by weight, of active compound ofthe formula (I) and/or its salts.

In wettable powders, the active compound concentration is, for example,from about 10 to 90% by weight; the remainder to 100% by weight consistsof customary formulation constituents. In the case of emulsifiableconcentrates, the active compound concentration may be from about 1 to90% by weight, preferably from 5 to 80% by weight. Dust-typeformulations contain from 1 to 30% by weight of active compound,preferably usually from 5 to 20% by weight of active compound; sprayablesolutions contain from about 0.05 to 80% by weight, preferably from 2 to50% by weight of active compound. In water-dispersible granules, theactive compound content depends partly on whether the active compound ispresent in solid or liquid form-and which granulation assistants,fillers, etc. are used. In the granules dispersible in water, thecontent of active compound is, for example, between 1 and 95% by weight,preferably between 10 and 80% by weight.

In addition, the active compound formulations mentioned optionallycomprise the respective customary adhesives, wetting agents,dispersants, emulsifiers, penetrants, preservatives, antifreeze agentsand solvents, fillers, carriers and dyes, defoamers, evaporationinhibitors and agents which influence the pH and the viscosity. Examplesof formulation auxiliaries are described inter alia in “Chemistry andTechnology of Agrochemical Formulations”, ed. D. A. Knowles, KluwerAcademic Publishers (1998).

The compounds of the formula (I) or salts thereof may be used as such orin the form of their preparations (formulations) combined with otherpesticidally active substances, for example insecticides, acaricides,nematicides, herbicides, fungicides, safeners, fertilizers and/or growthregulators, for example as a finished formulation or as tank mixes. Thecombination formulations can be prepared on the basis of theabovementioned formulations, while taking account of the physicalproperties and stabilities of the active compounds to be combined.

Active substances which can be employed in combination with thecompounds according to the invention in mixed formulations or in thetank mix are, for example, known active substances which are based onthe inhibition of, for example, acetolactate synthase, acetyl-CoAcarboxylase, cellulose synthase, enolpyruvylshikimate-3-phosphatesynthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase,phytoen desaturase, photosystem I, photosystem II, protoporphyrinogenoxidase, as are described in, for example, Weed Research 26 (1986)441-445 or “The Pesticide Manual”, 14th edition, The British CropProtection Council and the Royal Soc. of Chemistry, 2003 and theliterature cited therein. Known herbicides or plant growth regulatorswhich can be combined with the compounds according to the invention are,for example, the following active substances (the compounds are eitherdesignated by the common name according to the InternationalOrganization for-Standardization (ISO) or by the chemical name or thecode number) and always comprise all use forms such as acids, salts,esters and isomers such as stereoisomers and optical isomers. In thiscontext, one and in some cases also several use forms are mentioned byway of example:

-   acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen,    acifluorfen-sodium, aclonifen, alachlor, allidochlor, alloxydim,    alloxydim-sodium, ametryne, amicarbazone, amidochlor, amidosulfuron,    aminocyclopyrachlor, aminopyralid, amitrole, ammonium sulfamate,    ancymidol, anilofos, asulam, atrazine, azafenidin, azimsulfuron,    aziprotryne, BAH-043, BAS-140H, BAS-693H, BAS-714H, BAS-762H,    BAS-776H, BAS-800H, beflubutamid, benazolin, benazolin-ethyl,    bencarbazone, benfluralin, benfuresate, bensulide,    bensulfuron-methyl, bentazone, benzfendizone, benzobicyclon,    benzofenap, benzofluor, benzoylprop, bifenox, bilanafos,    bilanafos-sodium, bispyribac, bispyribac-sodium, bromacil,    bromobutide, bromofenoxim, bromoxynil, bromuron, buminafos,    busoxinone, butachlor, butafenacil, butamifos, butenachlor,    butralin, butroxydim, butylate, cafenstrole, carbetamide,    carfentrazone, carfentrazone-ethyl, chlomethoxyfen, chloramben,    chlorazifop, chlorazifop-butyl, chlorbromuron, chlorbufam,    chlorfenac, chlorfenac-sodium, chlorfenprop, chlorflurenol,    chlorflurenol-methyl, chloridazon, chlorimuron, chlorimuron-ethyl,    chlormequat-chloride, chlornitrofen, chlorophthalim,    chlorthal-dimethyl, chlorotoluron, chlorsulfuron, cinidon,    cinidon-ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop,    clodinafop-propargyl, clofencet, clomazone, clomeprop, cloprop,    clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide,    cyanazine, cyclanilide, cycloate, cyclosulfamuron, cycloxydim,    cycluron, cyhalofop, cyhalofop-butyl, cyperquat, cyprazine,    cyprazole, 2,4-D, 2,4-DB, daimuron/dymron, dalapon, daminozide,    dazomet, n-decanol, desmedipham, desmetryn, detosyl-pyrazolate    (DTP), diallate, dicamba, dichlobenil, dichlorprop, dichlorprop-P,    diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, diethatyl,    diethatyl-ethyl, difenoxuron, difenzoquat, diflufenican,    diflufenzopyr, diflufenzopyr-sodium, dimefuron, dikegulac-sodium,    dimefuron, dimepiperate, dimethachlor, dimethametryn, dimethenamid,    dimethenamid-P, dimethipin, dimetrasulfuron, dinitramine, dinoseb,    dinoterb, diphenamid, dipropetryn, diquat, diquat-dibromide,    dithiopyr, diuron, DNOC, eglinazine-ethyl, endothal, EPIC,    esprocarb, ethalfluralin, ethamethsulfuron, ethametsulfuron-methyl,    ethephon, ethidimuron, ethiozin, ethofumesate, ethoxyfen,    ethoxyfen-ethyl, ethoxysulfuron, etobenzanid, F-5331, i.e.    N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]phenyl]ethanesulfonamide,    fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl,    fenoxaprop-P-ethyl, fentrazamide, fenuron, flamprop,    flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam,    fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-P-butyl,    fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron,    fluchioralin, flufenacet (thiafluamide), flufenpyr, flufenpyr-ethyl,    flumetralin, flumetsulam, flumiclorac, flumiclorac-pentyl,    flumioxazin, flumipropyn, fluometuron, fluorodifen, fluoroglycofen,    fluoroglycofen-ethyl, flupoxam, flupropacil, flupropanate,    flupyrsulfuron, flupyrsulfuron-methyl-sodium, flurenol,    flurenol-butyl, fluridone, flurochloridone, fluroxypyr,    fluroxypyr-meptyl, flurprimidol, flurtamone, fluthiacet,    fluthiacet-methyl, fluthiamide, fomesafen, foramsulfuron,    forchlorfenuron, fosamine, furyloxyfen, gibberellic acid,    glufosinate, L-glufosinate (glufosinate-P), L-glufosinate-ammonium,    glufosinate-ammonium, glufosinate-P-sodium, glyphosate,    glyphosate-isopropylammonium, H-9201, halosafen, halosulfuron,    halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl,    haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl,    hexazinone, HNPC-9908, HOK-201, HW-02, imazamethabenz,    imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic,    imazapyr, imazapyr-isopropylammonium, imazaquin, imazethapyr,    imazethapyr-ammonium, imazosulfuron, inabenfide, indanofan,    indaziflam, indoleacetic acid (IAA), 4-indol-3-ylbutyric acid (IBA),    iodosulfuron, iodosulfuron-methyl-sodium, ioxynil, ipfencarbazone,    isocarbamid, isopropalin, isoproturon, isouron, isoxaben,    isoxachlortole, isoxaflutole, isoxapyrifop, KUH-043, KUH-071,    karbutilate, ketospiradox, lactofen, lenacil, linuron, maleic    hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop,    mecoprop-sodium, mecoprop-butotyl, mecoprop-P-butotyl,    mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl,    mecoprop-P-potassium, mefenacet, mefluidide, mepiquat-chloride,    mesosulfuron, mesosulfuron-methyl, mesotrione, methabenzthiazuron,    metam, metamifop, metamitron, metazachlor, methazole, methiozolin,    methoxyphenone, methyldymron, 1-methylcyclopropene, methyl    isothiocyanate, metobenzuron, metobromuron, metolachlor,    S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron,    metsulfuron-methyl, molinate, monalide, monocarbamide, monocarbamide    dihydrogen sulfate, monolinuron, monosulfuron, monosulfuron ester,    monuron, MT 128, MT-5950, i.e.    N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentanamide, NGGC-011,    naproanilide, napropamide, naptalam, NC-620, NC-310, i.e.    4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, neburon,    nicosulfuron, nipyraclofen, nitralin, nitrofen, nitrophenolat-sodium    (isomer mixture), nitrofluorfen, nonanoic acid, norflurazon,    orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon,    oxasulfuron, oxaziclomefone, oxyfluorfen, paclobutrazole, paraquat,    paraquat dichloride, pelargonic acid (nonanoic acid), pendimethalin,    pendralin, penoxsulam, pentanochlor, pentoxazone, perfluidone,    pethoxamid, phenisopham, phenmedipham, phenmedipham-ethyl, picloram,    picolinafen, pinoxaden, piperophos, pirifenop, pirifenop-butyl,    pretilachlor, primisulfuron, primisulfuron-methyl, probenazole,    profluazol, procyazine, prodiamine, prifluraline, profoxydim,    prohexadione, prohexadione-calcium, prohydrojasmone, prometon,    prometryn, propachlor, propanil, propaquizafop, propazine, propham,    propisochlor, propoxycarbazone, propoxycarbazone-sodium,    propyrisulfuron, propyzamide, prosulfalin, prosulfocarb,    prosulfuron, prynachlor, pyraclonil, pyraflufen, pyraflufen-ethyl,    pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron,    pyrazosulfuron-ethyl, pyrazoxyfen, pyribambenz,    pyribambenz-isopropyl, pyribambenz-propyl, pyribenzoxim,    pyributicarb, pyridafol, pyridate, pyriftalid, pyriminobac,    pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium,    pyroxasulfone, pyroxsulam, quinclorac, quinmerac, quinoclamine,    quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl,    quizalofop-P-tefuryl, rimsulfuron, saflufenacil, secbumeton,    sethoxydim, siduron, simazine, simetryn, SN-106279, sulcotrione,    sulf-allate (CDEC), sulfentrazone, sulfometuron,    sulfometuron-methyl, sulfosate (glyphosate-trimesium),    sulfosulfuron, SYN-449, SYN-523, SYP-249, SYP-298, SYP-300, tebutam,    tebuthiuron, tecnazene, tefuryltrione, tembotrione, tepraloxydim,    terbacil, terbucarb, terbuchlor, terbumeton, terbuthylazine,    terbutryne, TH-547, thenylchlor, thiafluamide, thiazafluron,    thiazopyr, thidiazimin, thidiazuron, thiencarbazone,    thiencarbazone-methyl, thifensulfuron, thifensulfuron-methyl,    thiobencarb, tiocarbazil, topramezone, tralkoxydim, triallate,    triasulfuron, triaziflam, triazofenamide, tribenuron,    tribenuron-methyl, trichloroacetic acid (TCA), triclopyr,    tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron-sodium,    trifluralin, triflusulfuron, triflusulfuron-methyl, trimeturon,    trinexapac, trinexapac-ethyl, tritosulfuron, tsitodef, uniconazole,    uniconazole-P, vernolate, ZJ-0166, ZJ-0270, ZJ-0543, ZJ-0862 and the    following compounds

The selective control of harmful plants in crops of useful plants andornamentals is of particular interest. Although the compounds (I)according to the invention already feature a very good sufficientselectivity in many crops, it is possible, in principle, thatphytotoxicities on the crop plants occur in some crops and mainly alsoin the case of mixtures with other herbicides which are less selective.In this respect, combinations of compounds (I) according to theinvention which comprise the compounds (I) or their combinations withother herbicides or pesticides and safeners are of particular interest.The safeners, which are employed in such a proportion that they act asantidotes, reduce the phytotoxic side effects of theherbicides/pesticides employed, for example in economically importantcrops such as cereals (wheat, barley, rye, maize, rice, sorghum/millet),sugarbeet, sugar cane, oilseed rape, cotton and soya, preferablycereals. For example, the following groups of compounds are suitable assafeners for the compounds (I) and their combinations with furtherpesticides:

-   A) Compounds of the formula (S-I),

where the symbols and indices have the following meanings:

-   n_(A) is a natural number from 0 to 5, preferably 0 to 3;-   R_(A) ¹ is halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, nitro or    (C₁-C₄)-haloalkyl;-   W_(A) is an unsubstituted or substituted divalent heterocyclic    radical from the group consisting of partially unsaturated or    aromatic five-membered heterocycles having 1 to 3 ring heteroatoms    of the type N or O, where at least one nitrogen atom and at most one    oxygen atom is present in the ring, preferably a radical from the    group consisting of (W_(A) ¹) to (W_(A) ⁴),

-   m_(A) is 0 or 1;-   R_(A) ² is OR_(A) ³, SR_(A) ³ or NR_(A) ³R_(A) ⁴ or a saturated    -   or unsaturated 3- to 7-membered heterocycle having at least one        nitrogen atom and up to 3 heteroatoms, preferably from the group        consisting of O and S, which is attached via the nitrogen atom        to the carbonyl group in (S-I) and which is unsubstituted or        substituted by radicals selected from the group consisting of        (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy and optionally substituted phenyl,        preferably a radical of the formula OR_(A) ³, NHR_(A) ⁴ or        N(CH₃)₂, in particular of the formula OR_(A) ³;-   R_(A) ³ is hydrogen or an unsubstituted or substituted aliphatic    hydrocarbon radical, preferably having a total of 1 to 18 carbon    atoms;-   R_(A) ⁴ is hydrogen, (C₁-C₆)-alkyl, (C₁-C₆)-alkoxy or substituted or    unsubstituted phenyl;-   R_(A) ⁵ is H, (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl,    (C₁-C₄)-alkoxy-(C₁-C₈)-alkyl, cyano or COOR_(A) ⁹ where R_(A) ⁹ is    hydrogen, (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₆)-hydroxyalkyl,    (C₃-C₁₂)-cycloalkyl or tri-(C₁-C₄)-alkylsilyl;-   R_(A) ⁶, R_(A) ⁷, R_(A) ⁸ are identical or different and are    hydrogen, (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl, (C₃-C₁₂)-cycloalkyl or    substituted or unsubstituted phenyl;    preferably:-   a) compounds of the type of the    dichlorophenylpyrazoline-3-carboxylic acid, preferably compounds    such as ethyl    1-(2,4-dichlorophenyl)-5-(ethoxycarbonyl)-5-methyl-2-pyrazoline-3-carboxylate    (S1-1) (“mefenpyr-diethyl”, see Pestic. Man.), and related    compounds, as described in WO 91/07874;-   b) derivatives of dichlorophenylpyrazolecarboxylic acid, preferably    compounds such as ethyl    1-(2,4-dichlorophenyl)-5-methylpyrazole-3-carboxylate (S1-2), ethyl    1-(2,4-dichlorophenyl)-5-isopropylpyrazole-3-carboxylate (S1-3),    ethyl    1-(2,4-dichlorophenyl)-5-(1,1-dimethylethyl)pyrazole-3-carboxylate    (S1-4), ethyl 1-(2,4-dichlorophenyl)-5-phenylpyrazole-3-carboxylate    (S1-5) and related compounds, as described in EP-A-333 131 and    EP-A-269 806;-   c) compounds of the type of the triazolecarboxylic acids, preferably    compounds such as fenchlorazole(-ethyl ester), i.e. ethyl    1-(2,4-dichlorophenyl)-5-trichloromethyl-(1H)-1,2,4-triazole-3-carboxylate    (S1-6), and related compounds, as described in EP-A-174 562 and    EP-A-346 620;-   d) compounds of the type of the 5-benzyl- or    5-phenyl-2-isoxazoline-3-carboxylic acid or the    5,5-diphenyl-2-isoxazoline-3-carboxylic acid, preferably compounds    such as ethyl 5-(2,4-dichlorobenzyl)-2-isoxazoline-3-carboxylate    (S1-7) or ethyl 5-phenyl-2-isoxazoline-3-carboxylate (S1-8) and    related compounds, as described in WO 91/08202, or ethyl    5,5-diphenyl-2-isoxazolinecarboxylate (S1-9) (“isoxadifen-ethyl”) or    n-propyl 5,5-diphenyl-2-isoxazolinecarboxylate (S1-10) or ethyl    5-(4-fluorophenyl)-5-phenyl-2-isoxazoline-3-carboxylate (S1-11), as    described in the patent application WO-A-95/07897.-   B) Quinoline derivatives of the formula (S-II),

where the symbols and indices have the following meanings:

-   R_(B) ¹ is halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, nitro or    (C₁-C₄)-haloalkyl;-   n_(B) is a natural number from 0 to 5, preferably from 0 to 3;-   R_(B) ² OR_(B) ³, SR_(B) ³ or NR_(B) ³R_(B) ⁴ or a saturated or    unsaturated 3- to 7-membered heterocycle having at least one    nitrogen atom and up to 3 heteroatoms, preferably from the group    consisting of O and S, which is attached via the nitrogen atom to    the carbonyl group in (S-II) and is unsubstituted or substituted by    radicals selected from the group consisting of (C₁-C₄)-alkyl,    (C₁-C₄)-alkoxy or optionally substituted phenyl, preferably a    radical of the formula OR_(B) ³, NHR_(B) ⁴ or N(CH₃)₂, in particular    of the formula OR_(B) ³;-   R_(B) ³ is hydrogen or an unsubstituted or substituted aliphatic    hydrocarbon radical having preferably a total of 1 to 18 carbon    atoms;-   R_(B) ⁴ is hydrogen, (C₁-C₆)-alkyl, (C₁-C₆)-alkoxy or substituted or    unsubstituted phenyl;-   T_(B) is a (C₁- or C₂)-alkanediyl chain which is unsubstituted or    substituted by one or two (C₁-C₄)-alkyl radicals or by    [(C₁-C₃)-alkoxy]carbonyl;    preferably:-   a) compounds of the type of the 8-quinolinoxyacetic acid (S2),    preferably 1-methylhexyl(5-chloro-8-quinolinoxy)acetate (common name    “cloquintocet-mexyl” (S2-1) (see Pestic. Man.),    1,3-dimethylbut-1-yl(5-chloro-8-quinolinoxy)acetate (S2-2),    4-allyloxybutyl(5-chloro-8-quinolinoxy)acetate (S2-3),    1-allyloxyprop-2-yl(5-chloro-8-quinolinoxy)acetate (S2-4),    ethyl(5-chloro-8-quinolinoxy)acetate (S2-5),    methyl(5-chloro-8-quinolinoxy)acetate (S2-6),    allyl(5-chloro-8-quinolinoxy)acetate (S2-7),    2-(2-propylideneiminoxy)-1-ethyl(5-chloro-8-quinolinoxy)acetate    (S2-8), 2-oxoprop-1-yl(5-chloro-8-quinolinoxy)acetate (S2-9) and    related compounds, as described in EP-A-86 750, EP-A-94 349 and    EP-A-191 736 or EP-A-0 492 366, and also their hydrates and salts,    as described in WO-A-2002/034048.-   b) Compounds of the type of the (5-chloro-8-quinolinoxy)malonic    acid, preferably compounds such as    diethyl(5-chloro-8-quinolinoxy)malonate,    diallyl(5-chloro-8-quinolinoxy)malonate, methyl    ethyl(5-chloro-8-quinolinoxy)malonate and related compounds, as    described in EP-A-0 582 198.-   C) Compounds of the formula (S-III)

where the symbols and indices have the following meanings:

-   R_(C) ¹ is (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₂-C₄)-alkenyl,    (C₂-C₄)-haloalkenyl, (C₃-C₇)-cycloalkyl, preferably dichloromethyl;-   R_(C) ², R_(C) ³ are identical or different and are hydrogen,    (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl, (C₁-C₄)-haloalkyl,    (C₂-C₄)-haloalkenyl, (C₁-C₄)-alkylcarbamoyl-(C₁-C₄)-alkyl,    (C₂-C₄)-alkenylcarbamoyl-(C₁-C₄)-alkyl,    (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, dioxolanyl-(C₁-C₄)-alkyl, thiazolyl,    furyl, furylalkyl, thienyl, piperidyl, substituted or unsubstituted    phenyl, or R_(C) ² and R_(C) ³ together form a substituted or    unsubstituted heterocyclic ring,    -   preferably an oxazolidine, thiazolidine, piperidine, morpholine,        hexahydropyrimidine or benzoxazine ring;        preferably:    -   active compounds of the type of the dichloroacetamides which are        frequently used as pre-emergence safeners (soil-acting        safeners), such as, for example,    -   “dichlormid” (see Pestic.Man.)        (=N,N-diallyl-2,2-dichloroacetamide),    -   “R-29148” (=3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine        from Stauffer),    -   “R-28725” (=3-dichloroacetyl-2,2-dimethyl-1,3-oxazolidine from        Stauffer),    -   “benoxacor” (see Pestic. Man.)        (=4-dichloroacetyl-3,4-dihydro-3-methyl-2H-1,4-benzoxazine),    -   “PPG-1292”        (=N-allyl-N-[(1,3-dioxolan-2-yl)methyl]dichloroacetamide from        PPG Industries),    -   “DKA-24”        (═N-allyl-N-[(allylaminocarbonyl)methyl]dichloroacetamide from        Sagro-Chem),    -   “AD-67” or “MON 4660”        (=3-dichloroacetyl-1-oxa-3-azaspiro[4,5]decane from Nitrokemia        or Monsanto),    -   “TI-35” (=1-dichloroacetylazepane from TRI-Chemical RT)    -   “diclonon” (dicyclonone) or “BAS145138” or “LAB145138”        (=3-dichloroacetyl-2,5,5-trimethyl-1,3-diazabicyclo[4.3.0]nonane        from BASF) and    -   “furilazole” or “MON 13900” (see Pestic. Man.)        (=(RS)-3-dichloroacetyl-5-(2-furyl)-2,2-dimethyloxazolidine).-   D) N-Acylsulfonamides of the formula (S-IV) and their salts,

in which

-   R_(D) ¹ is hydrogen, a hydrocarbon radical, a hydrocarbonoxy    radical, a hydrocarbonthio radical or a heterocyclyl radical which    is preferably attached via a carbon atom, where each of the 4    last-mentioned radicals are unsubstituted or substituted by one or    more identical or different radicals selected from the group    consisting of halogen, cyano, nitro, amino, hydroxyl, carboxy,    formyl, carbonamide, sulfonamide and radicals of the formula    —Z^(a)—R^(a), where each hydrocarbon moiety has preferably 1 to 20    carbon atoms and a carbon-containing radical R_(D) ¹ including    substituents has preferably 1 to 30 carbon atoms;-   R_(D) ² is hydrogen or (C₁-C₄)-alkyl, preferably hydrogen, or-   R_(D) ¹ and R_(D) ² together with the group of the formula —CO—N—    are the radical of a 3- to 8-membered saturated or unsaturated ring;-   R_(D) ³ are identical or different and are halogen, cyano, nitro,    amino, hydroxyl, carboxy, formyl, CONH₂, SO₂NH₂ or a radical of the    formula —Z^(b)—R^(b);-   R_(D) ⁴ is hydrogen or (C₁-C₄)-alkyl, preferably H;-   R_(D) ⁵ are identical or different and are halogen, cyano, nitro,    amino, hydroxyl, carboxy, CHO, CONH₂, SO₂NH₂ or a radical of the    formula —Z^(c)—R^(c);-   R^(a) is a hydrocarbon radical or a heterocyclyl radical, where each    of the two last-mentioned radicals is unsubstituted or substituted    by one or more identical or different radicals selected from the    group consisting of halogen, cyano, nitro, amino, hydroxyl, mono-    and di-[(C₁-C₄)-alkyl]amino, or an alkyl radical in which a    plurality, preferably 2 or 3, non-adjacent CH₂ groups are in each    case replaced by an oxygen atom;-   R^(b), R^(c) are identical or different and are a hydrocarbon    radical or a heterocyclyl radical, where each of the two    last-mentioned radicals is unsubstituted or substituted by one or    more identical or different radicals selected from the group    consisting of halogen, cyano, nitro, amino, hydroxyl, phosphoryl,    halo-(C₁-C₄)-alkoxy, mono- and di-[(C₁-C₄)-alkyl]amino, or an alkyl    radical in which a plurality, preferably 2 or 3, non-adjacent CH₂    groups are in each case replaced by an oxygen atom;-   Z^(a) is a divalent group of the formula —O—, —S—, —CO—, —CS—,    —CO—O—, —CO—S—, —O—CO—, —S—CO—, —SO—, —SO₂—, —NR*—, —CO—NR*—,    —NR*—CO—, —SO₂—NR*— or —NR*—SO₂—, where the bond indicated on the    right-hand side of the respective divalent group is the bond to the    radical R^(a) and where the R* in the 5 last-mentioned radicals    independently of one another are in each case H, (C₁-C₄)-alkyl or    halo-(C₁-C₄)-alkyl;-   Z^(b),Z^(c) independently of one another are a direct bond or a    divalent group of the formula —O—, —S—, —CO—, —CS—, —CO—O—, —CO—S—,    —O—CO—, —S—CO—, —SO—, —SO₂—, —NR*—, —SO₂—NR*—, —NR*—SO₂—, —CO—NR*—    or —NR*—CO—, where the bond indicated on the right-hand side of the    respective divalent group is the bond to the radical R^(b) or R^(c)    and where the R* in the 5 last-mentioned radicals independently of    one another are in each case H, (C₁-C₄)-alkyl or halo-(C₁-C₄)-alkyl;-   n_(D) is an integer from 0 to 4, preferably 0, 1 or 2, in particular    0 or 1, and-   m_(D) is an integer from 0 to 5, preferably 0, 1, 2 or 3, in    particular 0, 1 or 2.-   E) Acylsulfamoylbenzamides of the general formula (S-V), if    appropriate also in salt form,

in which

-   X_(E) is CH or N;-   R_(E) ¹ is hydrogen, heterocyclyl or a hydrocarbon radical, where    the two last-mentioned radicals are optionally substituted by one or    more, identical or different radicals selected from the group    consisting of halogen, cyano, nitro, amino, hydroxyl, carboxy, CHO,    CONH₂, SO₂NH₂ and Z^(a)—R^(a);-   R_(E) ² is hydrogen, hydroxyl, (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl,    (C₂-C₆)-alkynyl, (C₁-C₆)-alkoxy, (C₂-C₆)-alkenyloxy, where the five    last-mentioned radicals are optionally substituted by one or more    identical or different radicals selected from the group consisting    of halogen, hydroxyl, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy and    (C₁-C₄)-alkylthio, or-   R_(E) ¹ and R_(E) ² together with the nitrogen atom carrying them    are a 3- to 8-membered saturated or unsaturated ring;-   R_(E) ³ is halogen, cyano, nitro, amino, hydroxyl, carboxy, CHO,    CONH₂, SO₂NH₂ or Z^(b)—R^(b);-   R_(E) ⁴ is hydrogen, (C₁-C₄)-alkyl, (C₂-C₄)-alkenyl or    (C₂-C₄)-alkynyl;-   R_(E) ⁵ is halogen, cyano, nitro, amino, hydroxyl, carboxy,    phosphoryl, CHO, CONH₂, SO₂NH₂ or Z^(c)—R^(c);-   R^(a) is a (C₂-C₂₀)-alkyl radical whose carbon chain is interrupted    once or more than once by oxygen atoms, heterocyclyl or a    hydrocarbon radical, where the two last-mentioned radicals are    optionally substituted by one or more identical or different    radicals selected from the group consisting of halogen, cyano,    nitro, amino, hydroxyl, mono- and di-[(C₁-C₄)-alkyl]amino;-   R^(b), R^(c) are identical or different and are a (C₂-C₂₀)-alkyl    radical whose carbon chain is interrupted once or more than once by    oxygen atoms, heterocyclyl or a hydrocarbon radical, where the two    last-mentioned radicals are optionally substituted by one or more    identical or different radicals selected from the group consisting    of halogen, cyano, nitro, amino, hydroxyl, phosphoryl,    (C₁-C₄)-haloalkoxy, mono- and di-[(C₁-C₄)-alkyl]amino;-   Z^(a) is a divalent moiety from the group consisting of O, S, CO,    CS, C(O)O, C(O)S, SO, SO₂, NR^(d), C(O)NR^(d) and SO₂NR^(d);-   Z^(b), Z^(c) are identical or different and are a direct bond or a    divalent moiety selected from the group consisting of O, S, CO, CS,    C(O)O, C(O)S, SO, SO₂, NR^(d), SO₂NR^(d) and C(O)NR^(d);-   R^(d) is hydrogen, (C₁-C₄)-alkyl or (C₁-C₄)-haloalkyl;-   n_(E) is an integer from 0 to 4, and-   m_(E) if X is CH, is an integer from 0 to 5, and if X is N, is an    integer from 0 to 4;    -   from among these preference is given to compounds (also in the        form of their salts) of the type of the acylsulfamoylbenzamides,        for example of the formula (S-VI) below, which are known, for        example, from WO 99/16744,

-   -    for example those in which    -   R_(E) ¹=cyclopropyl and R_(E) ⁵=2-OMe (“cyprosulfamide”, S3-1),    -   R_(E) ¹=cyclopropyl and R_(E) ⁵=5-Cl-2-OMe (S3-2),    -   R_(E) ¹=ethyl and R_(E) ⁵=2-OMe (S3-3),    -   R_(E) ¹=isopropyl and R_(E) ⁵=5-Cl-2-OMe (S3-4) and    -   R_(E) ¹=isopropyl and R_(E) ⁵=2-OMe (S3-5);

-   F) Compounds of the type of the N-acylsulfamoylphenylureas of the    formula (S-VII) known, for example, from EP-A-365484,

-   -   in which

-   A is a radical from the group consisting of

-   R_(F) ¹ and R_(F) ² independently of one another are hydrogen,    (C₁-C₈)-alkyl, (C₃-C₈)-cycloalkyl, (C₃-C₆)-alkenyl, (C₃-C₆)-alkynyl,

-    or (C₁-C₄)-alkoxy which is substituted by (C₁-C₄)-alkoxy

-    or-   R_(F) ¹ and R_(F) ² together are a (C₄-C₆)-alkylene bridge or a    (C₄-C₆)-alkylene bridge interrupted by oxygen, sulfur, SO, SO₂, NH    or —N(C₁-C₄-alkyl)-,-   R_(F) ³ is hydrogen or (C₁-C₄)-alkyl,-   R_(F) ⁴ and R_(F) ⁵ independently of one another are hydrogen,    halogen, cyano, nitro, trifluoromethyl, C₁-C₄-alkyl, C₁-C₄-alkoxy,    C₁-C₄-alkylthio, C₁-C₄-alkylsulfinyl, C₁-C₄-alkylsulfonyl,    —COOR^(j), —CONR^(k)R^(m), —COR^(n), —SO₂NR^(k)R^(m) or    —OSO₂—C₁-C₄-alkyl, or R^(a) and R^(b) together are a    (C₃-C₄)-alkylene bridge which may be substituted by halogen or    C₁-C₄-alkyl, or a (C₃-C₄)-alkenylene bridge which may be substituted    by halogen or (C₁-C₄)-alkyl, or a C₄-alkadienylene bridge which may    be substituted by halogen or (C₁-C₄)-alkyl, and-   R⁹ and R^(h) independently of one another are hydrogen, halogen,    C₁-C₄-alkyl, trifluoromethyl, methoxy, methylthio or —COOR^(j),    where-   R^(c) is hydrogen, halogen, (C₁-C₄)-alkyl or methoxy,-   R^(d) is hydrogen, halogen, nitro, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,    (C₁-C₄)-alkylthio, (C₁-C₄)-alkylsulfinyl, (C₁-C₄)-alkylsulfonyl,    —COOR^(j) or —CONR^(k)R^(m),-   R^(e) is hydrogen, halogen, C₁-C₄-alkyl, —COOR^(j), trifluoromethyl    or methoxy, or R^(d) and R^(e) together are a (C₃-C₄)-alkylene    bridge,-   R^(f) is hydrogen, halogen or (C₁-C₄)-alkyl,-   R^(X) and R^(Y) independently of one another are hydrogen, halogen,    (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio, —COOR⁴,    trifluoromethyl, nitro or cyano,-   R^(j), R^(k) and R^(m) independently of one another are hydrogen or    (C₁-C₄)-alkyl,-   R^(k) and R^(m) together are a (C₄-C₆)-alkylene bridge or a    C₄-C₆-alkylene bridge which is interrupted by oxygen, NH or    —N(C₁-C₄-alkyl), and-   R^(n) is (C₁-C₄)-alkyl, phenyl or halogen-, (C₁-C₄)-alkyl-,    methoxy-, nitro- or trifluoromethyl-substituted phenyl,    from among these preference is given to:-   1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3-methylurea,-   1-[4-(N-2-methoxybenzoylsulfamoyl)phenyl]-3,3-dimethylurea,-   1-[4-(N-4,5-dimethylbenzoylsulfamoyl)phenyl]-3-methylurea,-   1-[4-(N-naphthoylsulfamoyl)phenyl]-3,3-dimethylurea,    including the stereoisomers, and the salts customary in agriculture,-   G) active compounds from the class of the hydroxyaromatics and    aromatic-aliphatic carboxylic acid derivatives, for example    -   ethyl 3,4,5-triacetoxybenzoate, 3,5-dimethoxy-4-hydroxybenzoic        acid, 3,5-dihydroxybenzoic acid, 4-hydroxysalicylic acid,        4-fluorosalicyclic acid,        1,2-dihydro-2-oxo-6-trifluoromethylpyridine-3-carboxamide,        2-hydroxycinnamic acid, 2,4-dichlorocinnamic acid, as described        in WO 2004084631, WO 2005015994, WO 2006007981, WO 2005016001;-   H) active compounds from the class of the    1,2-dihydroquinoxalin-2-ones, for example    -   1-methyl-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one,        1-methyl-3-(2-thienyl)-1,2-dihydroquinoxaline-2-thione,        1-(2-aminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one        hydrochloride,        1-(2-methylsulfonylaminoethyl)-3-(2-thienyl)-1,2-dihydroquinoxalin-2-one,        as described in WO 2005112630,-   I) active compounds which, in addition to a herbicidal action    against harmful plants, also have safener action on crop plants such    as rice, such as, for example,    -   “dimepiperate” or “MY-93” (see Pestic. Man.)        (=S-1-methyl-1-phenylethyl piperidine-1-thiocarboxylate), which        is known as safener for rice against damage by the herbicide        molinate,    -   “daimuron” or “SK 23” (see Pestic. Man.)        (=1-(1-methyl-1-phenylethyl)-3-p-tolylurea), which is known as        safener for rice against damage by the herbicide imazosulfuron,    -   “cumyluron”=“JC-940”        (=3-(2-chlorophenylmethyl)-1-(1-methyl-1-phenyl-ethyl)urea, see        JP-A-60087254), which is known as safener for rice against        damage by a number of herbicides,    -   “methoxyphenone” or “NK 049”        (=3,3′-dimethyl-4-methoxybenzophenone), which is known as        safener for rice against damage by a number of herbicides,    -   “CSB” (=1-bromo-4-(chloromethylsulfonyl)benzene) (CAS Reg. No.        54091-06-4 from Kumiai), which is known as safener against        damage by a number of herbicides in rice,-   K) compounds of the formula (S-IX),    -   as described in WO-A-1998/38856

in which the symbols and indices have the following meanings:

-   R_(K) ¹, R_(K) ² independently of one another are halogen,    (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,    (C₁-C₄)-alkylamino, di-(C₁-C₄)-alkylamino, nitro;-   A_(K) is COOR_(K) ³ or COOR_(K) ⁴-   R_(K) ³, R_(K) ⁴ independently of one another are hydrogen,    (C₁-C₄)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₄)-alkynyl, cyanoalkyl,    (C₁-C₄)-haloalkyl, phenyl, nitrophenyl, benzyl, halobenzyl,    pyridinylalkyl or alkylammonium,-   n_(K) ¹ is 0 or 1,-   n_(K) ², n_(K) ³ independently of one another are 0, 1 or 2,    preferably:-   methyl(diphenylmethoxy)acetate (CAS-Reg. No.: 41858-19-9),-   L) compounds of the formula (S-X),    -   as described in WO A-98/27049

-   -   in which the symbols and indices have the following meanings:

-   X_(L) is CH or N,

-   n_(L) is, in the case that X=N, an integer from 0 to 4 and in the    case that X=CH, an integer from 0 to 5,

-   R_(L) ¹ is halogen, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl,    (C₁-C₄)-alkoxy, (C₁-C₄)-nitro, (C₁-C₄)-alkylthio,    (C₁-C₄)-alkylsulfonyl, (C₁-C₄)-alkoxycarbonyl, optionally    substituted phenyl, optionally substituted phenoxy,

-   R_(L) ² is hydrogen or (C₁-C₄)-alkyl,

-   R_(L) ³ is hydrogen, (C₁-C₈)-alkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl    or aryl, where each of the carbon-containing radicals mentioned    above is unsubstituted or substituted by one or more, preferably by    up to three, identical or different radicals selected from the group    consisting of halogen and alkoxy; or salts thereof.

-   M) active compounds from the class of the    3-(5-tetrazolylcarbonyl)-2-quinolones, for example    -   1,2-dihydro-4-hydroxy-1-ethyl-3-(5-tetrazolylcarbonyl)-2-quinolone        (CAS Reg. No.: 219479-18-2),        1,2-dihydro-4-hydroxy-1-methyl-3-(5-tetrazolylcarbonyl)-2-quinolone        (CAS Reg. No.: 95855-00-8), as described in WO-A-1999000020,

-   N) compounds of the formula (S-XI) or (S-XII)    -   as described in WO-A-2007023719 and WO-A-2007023764

-   -   in which

-   R_(N) ¹ is halogen, (C₁-C₄)-alkyl, methoxy, nitro, cyano, CF₃, OCF₃,

-   Y, Z independently of one another are O or S,

-   n_(N) is an integer from 0 to 4,

-   R_(N) ² is (C₁-C₁₆)-alkyl, (C₂-C₆)-alkenyl, (C₃-C₆)-cycloalkyl,    aryl, benzyl, halobenzyl,

-   R_(N) ³ is hydrogen, (C₁-C₆)alkyl;

-   O) one or more compounds from the group consisting of:    -   1,8-naphthalic anhydride,    -   O,O-diethyl S-2-ethylthioethyl phosphorodithioate (disulfoton),    -   4-chlorophenyl methylcarbamate (mephenate),    -   O,O-diethyl O-phenyl phosphorothioate (dietholate),    -   4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid (CL-304415,        CAS Reg. No.: 31541-57-8),    -   2-propenyl 1-oxa-4-azaspiro[4.5]decane-4-carbodithioate (MG-838,        CAS Reg. No.: 133993-74-5),    -   methyl[(3-oxo-1H-2-benzothiopyran-4(3H)-ylidene)methoxy]acetate        (from WO-A-98/13361; CAS Reg. No.: 205121-04-6),    -   cyanomethoxyimino(phenyl)acetonitrile (cyometrinil),    -   1,3-dioxolan-2-ylmethoxyimino(phenyl)acetonitrile (oxabetrinil),    -   4′-chloro-2,2,2-trifluoroacetophenone        O-1,3-dioxolan-2-ylmethyloxime (fluxofenim),    -   4,6-dichloro-2-phenylpyrimidine (fenclorim),    -   benzyl 2-chloro-4-trifluoromethyl-1,3-thiazole-5-carboxylate        (flurazole),    -   2-dichloromethyl-2-methyl-1,3-dioxolane (MG-191),    -   including the stereoisomers, and the salts customary in        agriculture.

The weight ratios of herbicide (mixture) to safener generally depend onthe herbicide application rate and the effectiveness of the safener inquestion and may vary within wide limits, for example in the range from200:1 to 1:200, preferably from 100:1 to 1:100, in particular from 20:1to 1:20. The safeners may be formulated analogously to the compounds (I)or their mixtures with other herbicides/pesticides and be provided andused as a finished formulation or as a tank mix with the herbicides.

For use, the herbicide or herbicide/safener formulations which arepresent in commercially available form are, if appropriate, diluted inthe customary manner, for example using water in the case of wettablepowders, emulsifiable concentrates, dispersions and water-dispersiblegranules. Preparations in the form of dusts, granules for soilapplication or broadcasting and sprayable solutions are usually notdiluted further with other inert substances prior to use.

The required application rate of the compounds of the formula (I) and/ortheir salts varies depending, inter alia, on external conditions such astemperature, humidity and the type of herbicide used. It can vary withinwide limits. For the application of herbicide for controlling harmfulplants, it is, for example, in the range of from 0.001 to 10.0 kg/ha ormore of active substance, preferably in the range of from 0.005 to 5kg/ha, in particular in the range of from 0.01 to 1 kg/ha, of activesubstance. This applies both to the pre-emergence and the post-emergenceapplication.

When used as plant growth regulator, for example as culm stabilizer forcrop plants like those mentioned above, preferably cereal plants, suchas wheat, barley, rye, triticale, millet, rice or corn, the applicationrate is, for example, in the range of from 0.001 to 2 kg/ha or more ofactive substance, preferably in the range of from 0.005 to 1 kg/ha, inparticular in the range of from 10 to 500 g/ha of active substance, veryparticularly from 20 to 250 g/ha of active substance. This applies bothto application by the pre-emergence method and the post-emergencemethod, the post-emergence treatment generally being preferred.

The application as culm stabilizer may take place at various stages ofthe growth of the plants. Preferred is, for example, an applicationafter the tillering phase, at the beginning of the longitudinal growth.

As an alternative, application as plant growth regulator is alsopossible by treating the seed, which includes various techniques fordressing and coating seed. Here, the application rate depends on theparticular techniques and can be determined in preliminary tests.

In an exemplary manner, some synthesis examples of compounds of thegeneral formula (I) are described below.

In the examples, the amounts (including percentages) refer to theweight, unless especially stated otherwise. If, in the context of thedescription and the examples, the terms “R” and “S” are given for theabsolute configuration on a center of chirality of the stereoisomers ofthe formula (I), this RS nomenclature, follows, unless defineddifferently, the Cahn-Ingold-Prelog rule.

(A) SYNTHESIS EXAMPLES Example A1 Methyl5-(4-chlorophenyl)-3-methyl-1-(pyrimidin-5-yl)-1H-pyrazol-4-yl]acetate(see Table 2, Example 2-28) a) Preparation ofMethyl[5-(4-chlorophenyl)-3-methyl-1H-pyrazol-4-yl]acetate

2.236 g (45 mmol) of hydrazine hydrate were added to a solution of 10 g(37 mmol) of methyl 3-[(4-chlorophenyl)carbonyl]-4-oxopentanoate inethanol (100 ml). The mixture was heated under reflux for 6 hours andthen added to water and extracted with dichloromethane. The combinedorganic phases were dried with magnesium sulfate, filtered andconcentrated. This gave 6.9 g of product (63% of theory).

NMR (CDCl₃, 400 MHz): 2.28 (s, 3H); 3.5 (s, 2H); 3.7 (s, 3H); 7.39 (d,2H); 7.5 (d, 2H).

b) Preparation ofMethyl-[5-(4-chlorophenyl)-3-methyl-1-(pyrimidin-5-yl)-1H-pyrazol-4-yl]acetate

0.287 g (2 mmol) of cesium fluoride, 0.103 g (1 mmol) of copper(II)acetate and 0.212 g (2 mmol) of potassium tert-butoxide were added to0.5 g (2 mmol) ofmethyl[5-(4-chlorophenyl)-3-methyl-1H-pyrazol-4-yl]acetate in 10 ml ofdichloromethane. 0.234 g (2 mmol) of 5-pyrimidinylboronic acid was thenadded, and the mixture was stirred at 20° C. for 45 h. The mixture wasthen added to saturated ammonium chloride solution (10 ml) and extractedwith dichloromethane. The combined organic phases were dried withmagnesium sulfate, filtered and concentrated. The crude product waspurified by preparative HPLC. This gave 0.040 g of product (5.8% oftheory).

NMR (CDCl₃, 400 MHz): 2.36 (s, 3H); 3.4 (s, 2H); 3.71 (s, 3H); 7.2 (d,2H); 7.41 (d, 2H); 8.53 (s, 2H); 9.05 (s, 1H).

Example A2Methyl-[5-(4-chlorophenyl)-1-(2-chloropyrimidin-5-yl)-3-methyl-1H-pyrazol-4-yl]acetate(see Table 2, Example 2-29)

0.515 g (3 mmol) of copper(II) acetate and 0.306 ml (4 mmol) of pyridinewere added to 0.5 g (2 mmol) ofmethyl[5-(4-chlorophenyl)-3-methyl-1H-pyrazol-4-yl]acetate in 10 ml ofdichloromethane. 0.598 g (4 mmol) of 2-chloropyrimidine-5-boronic acidwas then added, and the mixture was stirred at 20° C. for 24 h. Themixture was then added to 1 M HCl and extracted with dichloromethane.The combined organic phases were dried with magnesium sulfate, filteredand concentrated. The crude product was purified by preparative HPLC.This gave 0.015 g of product (2% of theory).

NMR (CDCl₃, 400 MHz): 2.34 (s, 3H); 3.39 (s, 2H); 3.71 (s, 3H); 7.2 (d,2H); 7.45 (d, 2H); 8.52 (s, 2H).

Example A3Methyl[3-methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetate (seeTable 11, Example 11-2)

0.378 g (3.330 mmol) of 3-hydrazinopyrazine in 12.5 ml of ethanol wasadded to 0.600 g (2.561 mmol) of methyl4-oxo-3-(phenylcarbonyl)pentanoate, and the mixture was heated at 135°C. in a sealed vessel in a microwave oven for 1.5 h. The solvent wasremoved under reduced pressure, and the residue was taken up indichloromethane and washed twice with in each case 25 ml of water. Thecombined organic phases were dried over sodium sulfate and the solventwas removed under reduced pressure. Chromatography of the residue gave0.115 g (13.8% of theory) of a light-yellow wax.

NMR (CDCl₃, 300 MHz): 2.39 (s, 3H); 3.40 (s, 2H); 3.69 (s, 3H); 7.23 (m,2H); 7.39 (m, 3H); 8.22 (dd, 1H); 8.38 (dd, 1H); 8.66 (d, 1H).

Example A4 [3-Methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]aceticacid (see Table 10, Example 10-2)

0.073 g (1.819 mmol) of 2-molar aqueous sodium hydroxide solution wasadded to 0.165 g (0.455 mmol) ofmethyl[3-methyl-5-phenyl-1-(pyrazin-2-yl)-1H-pyrazol-4-yl]acetate (seeA3) dissolved in 5 ml of methanol, and the mixture was stirred at 20° C.for 1 h. The methanol was removed under reduced pressure and the residuewas poured into a mixture of 10 ml of water and 15 ml ofdichloromethane. The aqueous phase was extracted with 15 ml ofdichloromethane, acidified with concentrated hydrochloric acid (pH=3)and extracted three times with in each case 15 ml of dichloromethane.Drying of the combined organic phases and removal of the solvent underreduced pressure gave 0.080 g (59.7% of theory) of a colorless foamysolid, melting point 125° C.

NMR (CDCl₃, 300 MHz): 2.4 (s, 3H); 3.42 (s, 2H); 7.25 (m, 2H); 7.39 (m,3H); 8.22 (dd, 1H); 8.39 (dd, 1H); 8.70 (d, 1H); 8.97 (br s, 1H).

Example A5Methyl[1-(6-chloropyridazin-3-yl)-3-methyl-5-phenyl-1H-pyrazol-4-yl]acetate(see Table 5, Example 5-7) a) Preparation ofMethyl[1-(6-chloropyridazin-3-yl)-5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-4-yl]acetate

0.296 g (2.049 mmol) of 3-chloro-6-hydrazinylpyridazine in 5.00 ml ofethanol was added to 0.400 g (1.708 mmol) of methyl4-oxo-3-(phenylcarbonyl)pentanoate, and the mixture was stirred atreflux for 8 h. The solvent was removed under reduced pressure whichgave, after chromatography of the residue, 0.300 g (48% of theory) of aviscous yellow oil.

NMR (CDCl₃, 300 MHz): 1.94 (s, 3H); 2.81 (dd, 1H); 3.12 (dd, 1H); 3.67(s, 3H); 4.91 (dd, 1H); 7.34 (d, 1H); 7.41 (d, 1H); 7.45 (m, 2H); 7.59(m, 1H); 8.01 (d, 1H); 8.03 (d, 1H).

b) Preparation ofMethyl-[1-(6-chloropyridazin-3-yl)-3-methyl-5-phenyl-1H-pyrazol-4-yl]acetate

0.111 g (2.772 mmol) of 2-molar aqueous sodium hydroxide solution wasadded to 0.200 g (0.554 mmol) ofmethyl[1-(6-chloropyridazin-3-yl)-5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-4-yl]acetatein 8 ml of methanol, and the mixture was stirred at 20° C. for 1 h. Themethanol was removed under reduced pressure and the residue was pouredinto a mixture of 10 ml of water and 15 ml of dichloromethane. Theaqueous phase was extracted with 15 ml of dichloromethane, acidifiedwith concentrated hydrochloric acid (pH=3) and extracted three timeswith in each case 15 ml of dichloromethane. Drying of the combinedorganic phases and removal of the solvent under reduced pressure gave0.207 g (99% of theory) of a brown wax-like solid, melting point 55° C.

NMR (CDCl₃, 300 MHz): 2.39 (s, 3H); 3.42 (s, 2H); 4.3 (s, 3H); 6.9 (d,1H); 7.28 (m, 2H); 7.37 (m, 3H); 7.63 (d, 1H).

Example A6[1-(6-Chloropyridazin-3-yl)-3-methyl-5-phenyl-1H-pyrazol-4-yl]aceticacid (see Table 4, Example 4-7)

0.058 g (1.444 mmol) of 2-molar aqueous sodium hydroxide solution wasadded to 0.099 g (0.289 mmol) ofmethyl[1-(6-chloropyridazin-3-yl)-3-methyl-5-phenyl-1H-pyrazol-4-yl]acetatein 5.00 ml of methanol, and the mixture was stirred at 20° C. for 1 h.The methanol was removed under reduced pressure and the residue waspoured into a mixture of 10 ml of water and 15 ml of dichloromethane.The aqueous phase was extracted with 15 ml of dichloromethane, acidifiedwith concentrated hydrochloric acid (pH=3) and extracted three timeswith in each case 15 ml of dichloromethane. Drying of the combinedorganic phases and removal of the solvent under reduced pressure gave0.052 g (54.7% of theory) of a brown wax-like solid.

NMR (CDCl₃, 300 MHz): 2.36 (s, 3H); 3.40 (s, 2H); 7.28 (m, 2H); 7.37 (m,3H); 7.51 (d, 1H); 7.87 (br d, 1H).

Example A7 Methyl 3-[(4-chlorophenyl)carbonyl]-4-oxopentanoate (seeTable 13, Example 13-13)

A solution of 10 g (51 mmol) of 1-(4-chlorophenyl)butane-1,3-dione(commercially available) dissolved in dimethyl sulfoxide was slowlyadded dropwise to 2.237 g (56 mmol) of sodium hydride in 200 ml ofdimethyl sulfoxide such that the temperature did not exceed 30° C. Themixture was stirred at 20° C. for another 30 minutes. 8.558 g (56 mmol)of methyl bromoacetate in a little dimethyl sulfoxide were then slowlyadded dropwise at 0° C. The mixture was stirred at 20° C. for 4 hours.The reaction mixture was poured into ice-water and extracted withdichloromethane. The organic phase was washed repeatedly with water.Drying of the combined organic phases, removal of the solvent underreduced pressure and chromatography of the residue gave 7.750 g ofproduct (56.7% of theory).

NMR (CDCl₃, 400 MHz): 2.19 (s, 3H); 2.99 (d, 1H); 3.03 (d, 1H); 3.69 (s,3H); 4.95 (dd, 1H); 7.49 (d, 2H); 7.98 (d, 2H).

Example A8 Methyl 4-oxo-3-(pyridin-2-ylcarbonyl)pentanoate (see Table13, Example 13-68) a) Preparation of 1-(pyridin-2-yl)butane-1,3-dione

A sodium methoxide solution (28% in methanol) was added dropwise to amixture of 10 g (73 mmol) of methyl picolinate and 25 ml (124 mmol) ofacetone in 150 ml of tetrahydrofuran. The mixture was stirred at 20° C.for 3 hours and the solvent was removed under reduced pressure. Theresidue was taken up in water, acidified with 2-molar aqueoushydrochloric acid and extracted with dichloromethane. Drying of thecombined organic phases and removal of the solvent under reducedpressure gave 7.940 g of product (60% of theory).

NMR (CDCl₃, 400 MHz): 2.23 (s, 3H); 6.81 (s, 1H); 7.41 (m, 1H); 7.83 (m,1H); 8.09 (m, 1H); 8.68 (m, 1H); 15.7 (br, 1H).

b)

A solution of 3.38 g (20.7 mmol) of 1-(pyridin-2-yl)butane-1,3-dionedissolved in dimethyl sulfoxide was slowly added dropwise to 0.911 g(22.78 mmol) of sodium hydride in 25 ml of dimethyl sulfoxide such thatthe temperature did not exceed 30° C. The mixture was stirred at 20° C.for another 30 minutes. 3.486 g (22.78 mmol) of methyl bromoacetate in alittle dimethyl sulfoxide were then slowly added dropwise at 0° C. Themixture was stirred at 20° C. for a further 4 hours. The reactionmixture was poured into ice-water and extracted with dichloromethane.The organic phase was washed repeatedly with water. Drying of thecombined organic phases, removal of the solvent under reduced pressureand chromatography of the residue gave 3.48 g of product (71.4% oftheory).

NMR (CDCl₃, 400 MHz): 2.4 (s, 3H); 2.9 (d, 1H); 3.05 (d, 1H); 3.69 (s,3H); 5.49 (dd, 1H); 7.50 (m, 1H); 7.86 (m, 1H); 8.07 (m, 1H); 8.7 (m,1H).

Example A9Methyl[3-methyl-5-(pyridin-2-yl)-1-(pyrimidin-5-yl)-1H-pyrazol-4-yl]acetate(see Table 2, Example 2-116) a) Preparation ofMethyl[3-methyl-5-(pyridin-2-yl)-1H-pyrazol-4-yl]acetate

1.170 g (23 mmol) of hydrazine hydrate were added to a solution of 5 g(21 mmol) of methyl 4-oxo-3-(pyridin-2-ylcarbonyl)pentanoate in ethanol(50 ml). The mixture was heated at reflux for 7 hours, added to waterand extracted with ethyl acetate. The combined organic phases were driedwith magnesium sulfate, filtrered and concentrated. This gave 2.290 g ofproduct (41.9% of theory).

NMR (CDCl₃, 400 MHz): 2.3 (s, 3H); 3.84 (s, 2H); 7.19 (m, 1H); 7.72 (m,1H); 7.84 (m, 1H); 8.59 (m, 1H).

b)

1.767 g (9.73 mmol) of copper(II) acetate and 1.049 ml (12.973 mmol) ofpyridine were added to 1.5 g (6.486 mmol) ofmethyl[3-methyl-5-(pyridin-2-yl)-1H-pyrazol-4-yl]acetate in 20 ml ofdichloromethane. 1.607 g (12.973 mmol) of 5-pyrimidinylboronic acid werethen added, and the mixture was stirred at 20° C. for 48 h. The mixturewas poured into 1-molar aqueous HCl (10 ml) and extracted withdichloromethane. The combined organic phases were dried with magnesiumsulfate, filtrered and concentrated. The crude product was purified bypreparative HPLC. This gave a mixture of ester and acid which was heatedat reflux in methanol with a drop of sulfuric acid for 4 h. The reactionmixture was poured into water (20 ml), neutralized and extracted withdichloromethane. The combined organic phases were dried with magnesiumsulfate and concentrated. This gave 0.031 g of product (1.47% oftheory).

NMR (CDCl₃, 400 MHz): 2.38 (s, 3H); 3.57 (s, 2H); 3.71 (s, 3H); 7.32 (m,1H); 7.46 (m, 1H); 7.79 (m, 1H); 8.61 (m, 1H); 8.63 (s, 2H); 9.04 (s,1H).

The compounds described in Tables 1 to 12 below are obtained accordingto or analogously to the examples described above.

Table 13 lists intermediates of the formula (III) which can be usedaccording to the processes described above.

In Tables 1 to 13:

-   F, Cl, Br, I=fluorine, chlorine, bromine and iodine, respectively,    in accordance with the customary chemical symbols for the atoms-   Me=methyl-   MeO or OMe=methoxy-   3,5-Me₂=3,5-dimethyl (e.g. as substitution at the phenyl ring)-   4,5-Cl₂=4,5-dichloro (e.g. as substitution at the phenyl ring)-   Et=ethyl-   Pr=nPr=n-propyl-   iPr=isopropyl-   iOPr=O-iPr=iPrO=isopropyloxy-   cyPr=cyclopropyl-   Bu=nBu=n-butyl=but-1-yl-   iBu=isobutyl=2-methylprop-1-yl-   sBu=sec-Bu-   tBu=t-butyl=tertiary butyl=2-methylprop-2-yl-   Ph=phenyl-   PhO=phenoxy-   Ac=COCH₃=acetyl-   allyl=prop-2-en-1-yl-   COOH=carboxy-   OSO₂Me=—O—S(═O)₂—CH₃, methylsulfonyloxy, methanesulfonate-   “(R⁶)_(n)═H”=unsubstituted cycle (n=0)

In addition, the customary chemical symbols apply, such as, for example,CH₂ for methylene or CF₃ for trifluoromethyl or OH for hydroxyl.Correspondingly, composite meanings are defined as composed of theabbreviations mentioned.

Physical data (“Data”) of the compounds in the tables are, ifappropriate, given in the detailed preparation examples (see above) orat the end of the tables. Here:

-   “NMR”=data according to the ¹H-NMR spectrum (¹H nuclear magnetic    resonance data)-   “m.p.”=melting point

TABLE 1 Compounds of the formula (Ia″) (Ia″)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 1-1 H H Ph Ph H 1-2 H H Me Ph H 1-3 H H Me5-I-2-thienyl H 1-4 H H Me 2-furyl H 1-5 H H Me Ph 2-OMe 1-6 Me H Me Ph4-Me 1-7 H H Me Ph 2-Cl 1-8 H H Me Ph 4-CF₃ 1-9 H H Me Ph 2-CF₃ 1-10 H HMe Ph 4-Me 1-11 H H Me Ph 2,4-Me₂ 1-12 H H Me Ph 2,4-Cl₂ 1-13 H H Me4-MeO-Ph 4-Me 1-14 H H Me 4-MeO-Ph H 1-15 Me H Me Ph H 1-16 H H Me4-Me-Ph 4-Me 1-17 H H Me 4-Me-Ph 4-Cl 1-18 H H Me 4-Me-Ph H 1-19 H H Me3-Cl-Ph H 1-20 H H Me 3-CF₃-Ph H 1-21 H H Me 3-CF₃-Ph 4-Me 1-22 H H Me3,4-Cl₂-Ph 4-Me 1-23 H H Me 3-Cl-Ph 4-Me 1-24 H H Me 2-Cl-Ph 4-Me 1-25 HH Me 2,4-Cl₂-Ph 4-Me 1-26 H H Me 4-CF₃-Ph 4-Me 1-27 H H Me 4-Cl-Ph 4-Me1-28 H H Me 4-Cl-Ph H 1-29 H H Me 3,4-Cl₂-Ph H 1-30 H H Me 4-CF₃-Ph H1-31 H H Me 4-Cl-Ph 4-Cl 1-32 H H Me Ph 4-Cl 1-33 H H Me 2-Cl-Ph H 1-34H H Me 4-tBu-Ph 4-Me 1-35 H H Me 3,5-Me₂-Ph 4-Me 1-36 H H Me Ph 4-OMe1-37 H H Me 4-Cl-Ph 4-OMe 1-38 H H Me 4-Me-Ph 4-Me 1-39 H H Me 4-F-Ph4-Cl 1-40 H H Me 4-F-Ph 4-Me 1-41 H H Me 3-Me-Ph 4-Me 1-42 H H Me4-(COOH)-Ph 4-Me 1-43 H H Me 3-Br-Ph 4-Me 1-44 H H Me 4-Ph-Ph 4-Me 1-45H H Me 4-(COOH)-Ph H 1-46 H H Me 3,5-Me₂-Ph H 1-47 H H Me Ph 4-SMe 1-48H H Me 4-Cl-Ph 4-SMe 1-49 H H Me 3-Cl-4-Me-Ph H 1-50 H H Me3-CF₃-4-Cl-Ph H 1-51 H H Me 3-CF₃-4-Cl-Ph 4-Me 1-52 H H Me 3-Cl-4-Me-Ph4-Me 1-53 H H Me 2-pyridyl 4-Cl 1-54 H H Me 4-Cl-Ph 4-F 1-55 H H Me2-thienyl 4-Me 1-56 H H Me 3-Me-2-thienyl 4-Me 1-57 H H Me4-Me-2-thienyl 4-Me 1-58 H H Me 5-Cl-2-thienyl 4-Me 1-59 H H Me5-Cl-2-thienyl 4-Cl 1-60 H H Me 3-thienyl 4-Me 1-61 H H Me 2-thienyl H1-62 H H Me 3-Me-2-thienyl H 1-63 H H Me 4-Me-2-thienyl H 1-64 H H Me5-Cl-2-thienyl H 1-65 H H Me 5-Me-2-thienyl H 1-66 H H Me6-MeO-pyridin-3-yl H 1-67 H H Me 5-Br-2-thienyl H 1-68 H H Me5-Br-2-thienyl 4-Me 1-69 H H Me 3-thienyl H 1-70 H H Me 4-Cl-Ph 4-S(O)Me1-71 H H Me 4-Br-Ph 4-Me 1-72 H H Me 1,3-benzodioxol-5-yl 4-Me 1-73 H HMe 4-I-Ph 4-Me 1-74 H H Me 3,5-Cl₂-Ph 4-Me 1-75 H H Me 4-PhO-Ph 4-Me1-76 H H Me 6-OH-pyridin-3-yl H 1-77 H H Me Ph 4-S(O)Me 1-78 H H H Ph H1-79 H H H Ph 4-Me 1-80 H H Et Ph H 1-81 H H n-Pr Ph H 1-82 H H CH₂Cl PhH 1-83 H H CHCl₂ Ph H 1-84 H H CH₂F Ph H 1-85 H H CHF₂ Ph H 1-86 H H ClPh H 1-87 H H Et Ph 4-Me 1-88 H H n-Pr Ph 4-Me 1-89 H H CH₂Cl Ph 4-Me1-90 H H CHCl₂ Ph 4-Me 1-91 H H CH₂F Ph 4-Me 1-92 H H CHF₂ Ph 4-Me 1-93H H Cl Ph 4-Me 1-94 H H Et 4-Cl-Ph H 1-95 H H n-Pr 4-Cl-Ph H 1-96 H HCH₂Cl 4-Cl-Ph H 1-97 H H CHCl₂ 4-Cl-Ph H 1-98 H H CH₂F 4-Cl-Ph H 1-99 HH CHF₂ 4-Cl-Ph H 1-100 H H Cl 4-Cl-Ph H 1-101 H H Et 4-Me-Ph H 1-102 H Hn-Pr 4-Me-Ph H 1-103 H H CH₂Cl 4-Me-Ph H 1-104 H H CHCl₂ 4-Me-Ph H 1-105H H CH₂F 4-Me-Ph H 1-106 H H CHF₂ 4-Me-Ph H 1-107 H H Cl 4-Me-Ph H 1-108H H Et 2-pyridyl H 1-109 H H n-Pr 2-pyridyl H 1-110 H H CH₂Cl 2-pyridylH 1-111 H H CHCl₂ 2-pyridyl H 1-112 H H CH₂F 2-pyridyl H 1-113 H H CHF₂2-pyridyl H 1-114 H H Cl 2-pyridyl H 1-115 H H Me 2-pyridyl H 1-116 H HMe 5-Cl-pyridin-2-yl H 1-117 H H Me 5-Cl-pyridin-2-yl 4-Cl 1-118 H H Me-5-Cl-pyridin-2-yl 4-Me 1-119 H H Me 5-Br-pyridin-2-yl H 1-120 H H Me5-Br-pyridin-2-yl 4-Cl 1-121 H H Me 5-Br-pyridin-2-yl 4-Me 1-122 H H Me5-F-pyridin-2-yl H 1-123 H H Me 5-Me-pyridin-2-yl H 1-124 H H Me5-Me-pyridin-2-yl 4-Me 1-125 H H Me 2,4-Cl₂-Ph H 1-126 H H Me4-CH₂COOH-Ph 4-Me 1-127 H H Me 3,4-Me₂-Ph 4-Me 1-128 H H Me 4-Br-Ph H1-129 H H Me 3,4-Me₂-Ph H 1-130 H H Me 3-Me-Ph H 1-131 H H Me 4-F-Ph H1-132 H H Me 4-(Me-CO)-Ph H 1-133 H H Me 4-tBu-Ph H 1-134 H H Me4-Cl-3-Me-Ph H 1-135 H H n-Pr 4-Cl-Ph 4-Me 1-136 H H Me 3-pyridyl H1-137 H H Me 4-pyridyl H 1-138 H H C(O)OMe Ph H 1-139 H H Me6-Me-pyridin-3-yl H 1-140 H H Me 4-Cl-Ph 4-SO₂Me 1-141 H H Me 3-pyridyl4-Me 1-142 H H Me 2,3-Cl₂-Ph 4-Me 1-143 H H Me 2-pyridyl 4-Me 1-144 H HH 4-Cl-Ph 4-Me 1-145 H H Me 6-Cl-pyridin-3-yl H 1-146 H H Me Ph 2-Me1-147 H H Me 4-Me-pyridin-2-yl H 1-148 H H Me 4-Me-pyridin-2-yl 4-Me1-149 H H Me 4-Me-pyridin-2-yl 4-Cl 1-150 H H Me 4-Me-pyridin-2-yl 4-F1-151 H H Me 4-F-pyridin-2-yl H 1-152 H H Me 4-Cl-pyridin-2-yl H 1-153 HH Me 4-Br-pyridin-2-yl H 1-154 H H Me 4-OMe-pyridin-2-yl H 1-155 H H Me5-CF₃-pyridin-2-yl H 1-156 H H Me 6-OMe-pyridin-2-yl H 1-157 H H cyPr4-Cl-Ph H 1-158 H H CN 4-Cl-Ph H 1-159 H H CN 4-Cl-Ph 4-Me 1-160 H H CN4-Me-Ph H 1-161 H H CN 4-Me-Ph 4-Me 1-162 H H CN Ph H 1-163 H H CN Ph4-Me 1-164 H H CN 2-pyridyl H 1-165 H H CN 3-pyridyl H 1-166 H H CN5-Cl-pyridin-2-yl H 1-167 H H CN 5-Br-pyridin-2-yl H 1-168 H H CN5-F-pyridin-2-yl H 1-169 H H CN 5-Me-pyridin-2-yl H 1-170 H H CN6-Me-pyridin-3-yl H 1-171 H H CN 4-Me-pyridin-2-yl H 1-172 H H CN4-F-pyridin-2-yl H 1-173 H H CN 4-Cl-pyridin-2-yl H 1-174 H H CN4-Br-pyridin-2-yl H 1-175 H H CN 4-OMe-pyridin-2-yl H 1-176 H H formyl4-Cl-Ph H 1-177 H H formyl 4-Cl-Ph 4-Me 1-178 H H formyl 4-Me-Ph H 1-179H H formyl 4-Me-Ph 4-Me 1-180 H H formyl Ph H 1-181 H H formyl Ph 4-Me1-182 H H formyl 2-pyridyl H 1-183 H H formyl 3-pyridyl H 1-184 H Hformyl 5-Cl-pyridin-2-yl H 1-185 H H formyl 5-Br-pyridin-2-yl H 1-186 HH formyl 5-F-pyridin-2-yl H 1-187 H H formyl 5-Me-pyridin-2-yl H 1-188 HH formyl 6-Me-pyridin-3-yl H 1-189 H H formyl 4-Me-pyridin-2-yl H 1-190H H formyl 4-F-pyridin-2-yl H 1-191 H H formyl 4-Cl-pyridin-2-yl H 1-192H H formyl 4-Br-pyridin-2-yl H 1-193 H H formyl 4-OMe-pyridin-2-yl H1-194 H H CH₂OH 5-Me-pyridin-2-yl H 1-195 H H CH₂OH 4-Cl-Ph H 1-196 H HCH₂OH 4-Me-pyridin-2-yl H 1-197 H H CH₂OH 4-Me-Ph H 1-198 H H CH₂OH Ph H1-199 H H CH₂OH 2-pyridyl H 1-200 H H Me 2-thiazolyl H 1-201 H H Me2-thiazolyl 4-Cl 1-202 H H Me 2-thiazolyl 4-Me 1-203 H H Me4-Me-thiazol-2-yl H 1-204 H H Me 4-Me-thiazol-2-yl 4-Cl 1-205 H H Me4-Me-thiazol-2-yl 4-Me 1-206 H H Me 5-Me-thiazol-2-yl H 1-207 H H Me5-Br-thiazol-2-yl H 1-208 H H Me 5-Br-thiazol-2-yl 4-Me 1-209 H H Me5-Cl-thiazol-2-yl H 1-210 H H Me 4,6-Me₂-pyridin-2-yl H 1-211 H H Me4,6-Me₂-pyridin-2-yl 4-Me 1-212 H H Me 2-pyridyl 4-F 1-213 H H Me2-pyrazinyl H 1-214 H H Me 5-Me-pyrazin-2-yl H 1-215 H H Me 2-pyrazinyl4-Me 1-216 H H Me 1,3-benzothiazol-2-yl H 1-217 H H Me1,3-benzothiazol-2-yl 4-Me 1-218 H H Me 7-Cl-1,3-benzothiazol-2-yl H1-219 H H Me 1,5-Me₂-pyrazol-3-yl H 1-220 H H Me 1,5-Me₂-pyrazol-3-yl4-Me 1-221 H H Me 4,5-Me₂-thiazol-2-yl H 1-222 H H Me4,5-Cl₂-thiazol-2-yl H 1-223 H H Me 2-pyrimidinyl H 1-224 H H Me2-pyrimidinyl 4-Me 1-225 H H Me 5-F-pyrimidin-2-yl H 1-226 H H Me5-Cl-pyrimidin-2-yl H 1-227 H H Me 5-Br-pyrimidin-2-yl H 1-228 H H Me5-Me-pyrimidin-2-yl H 1-229 H H Me 5-Me-pyrimidin-2-yl 4-Me 1-230 H H Me4,6-Me₂-pyrimidin-2-yl H 1-231 H H Me 4,6-Me₂-pyrimidin-2-yl 4-Me 1-232H H Me 3-pyridazinyl H 1-233 H H Me 6-Me-pyridazin-3-yl H 1-234 H H Me1,2,4-triazin-3-yl H 1-235 H H Me 6-Me-1,2,4-triazin-3-yl H 1-236 H H Meisoquinolin-3-yl H 1-237 H H Me quinolin-2-yl H 1-238 H H Me 3,5-Cl₂-PhH 1-239 H H Me 2-Me-pyridin-4-yl H 1-240 H H Me 4-Cl-6-Me-pyridin-2-yl H1-241 H H Me 4-Br-3-Me-Ph H 1-242 H H Me 5-Cl-pyridin-3-yl H 1-243 H HMe 5-allylpyridin-2-yl H 1-244 H H Me 5-cyclopropylpyridin-2-yl H 1-245H H Me 5-ethynylpyridin-2-yl H 1-246 H H Me 5-Ph-pyridin-2-yl H 1-247 HH Me 5-I-pyridin-2-yl H 1-248 H H Me 5-I-pyrimidin-2-yl H 1-249 H H Cl4-F-Ph H 1-250 H H Cl 3-pyridyl H 1-251 H H Cl 5-Cl-pyridin-2-yl H 1-252H H Cl 5-Br-pyridin-2-yl H 1-253 H H Cl 5-F-pyridin-2-yl H 1-254 H H Cl5-I-pyridin-2-yl H 1-255 H H Cl 5-Me-pyridin-2-yl H 1-256 H H Cl6-Me-pyridin-3-yl H 1-257 H H Cl 4-Me-pyridin-2-yl H 1-258 H H Cl4-F-pyridin-2-yl H 1-259 H H Cl 4-Cl-pyridin-2-yl H 1-260 H H Cl4-Br-pyridin-2-yl H 1-261 H H Cl 4-OMe-pyridin-2-yl H 1-262 H H Cl2-pyrimidinyl H 1-263 H H Cl 5-F-pyrimidin-2-yl H 1-264 H H Cl5-Cl-pyrimidin-2-yl H 1-265 H H Cl 5-Br-pyrimidin-2-yl H 1-266 H H Cl5-l-pyrimidin-2-yl H 1-267 H H Cl 5-Me-pyrimidin-2-yl H 1-268 H H Cl5-Me-pyrazin-2-yl H 1-269 H H Cl 2-pyrazinyl H 1-270 H H Clisoquinolin-3-yl H 1-271 H H Cl quinolin-2-yl H 1-272 H H Cl1,3-benzothiazol-2-yl H 1-273 H H Cl 7-Cl-1,3-benzothiazol-2-yl H 1-274H H Cl 2-thiazolyl H 1-275 H H Cl 5-Br-thiazol-2-yl H 1-276 H H Cl5-Me-thiazol-2-yl H 1-277 H H Cl 5-Cl-thiazol-2-yl H 1-278 H H Cl2-thienyl H 1-279 H H Cl 3-Me-2-thienyl H 1-280 H H Cl 4-Me-2-thienyl H1-281 H H Cl 5-Br-2-thienyl H 1-282 H H Cl 5-Cl-2-thienyl H 1-283 H H Me4-thiazolyl H 1-284 H H Me 3-Br-Me H 1-285 H H Me 2-Cl-thiazol-4-yl H1-286 H H Me 2-Br-thiazol-4-yl H 1-287 H H Me 5-OSO₂Me-pyridin-2-yl H1-288 H H Me 6-Cl-1,3-benzothiazol-2-yl H 1-289 H H Me6-Br-1,3-benzothiazol-2-yl H 1-290 H H Me 1,3-benzoxazol-2-yl H 1-291 HH Me 6-Cl-1,3-benzoxazol-2-yl H 1-292 H H Me 6-Br-1,3-benzoxazol-2-yl H1-293 H H Me 7-Cl-1,3-benzoxazol-2-yl H 1-294 H H Me 5-NH₂-pyridin-2-ylH 1-295 H H Me 5-OH-pyridin-2-yl H 1-296 H H Me 5-OCHF₂-pyridin-2-yl H1-297 H H Me 5-MeO-pyridin-2-yl H 1-298 H H Me 5-MeS-pyridin-2-yl H1-299 H H Me 5-NHMe-pyridin-2-yl H 1-300 H H Me 5-NMe₂-pyridin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃ or DMSO-D₆)(¹H nuclear magnetic resonance data). Characteristic chemical shifts δ(ppm) for some exemplary compounds are listed below:

NMR compound 1-116 (DMSO-D₆, 400 MHz, δ in ppm):

2.28 (s, 3H); 3.54 (s, 2H); 7.61 (d, 1H); 8.11 (dd, 1H); 8.61 (d, 1H);8.66 (s, 2H); 9.10 (s, 1H). m.p.: 234.3° C.

NMR compound 1-214 (CDCl₃, 400 MHz, δ in ppm):

2.43 (s, 3H); 2.68 (s, 3H); 3.54 (s, 2H); 8.43 (s, 1H); 8.55 (s, 1H);8.70 (s, 2H); 9.15 (s, 1H). m.p.: 195.6° C.

NMR compound 1-236 (CDCl₃, 400 MHz, δ in ppm):

2.47 (s, 3H); 3.56 (s, 2H); 7.39 (m, 1H); 7.69 (m, 1H); 7.78-7.86 (m,2H); 8.13 (m, 1H); 8.73 (s, 2H); 9.14 (s, 1H)); 9.40 (s, 1H). m.p.:103.9° C.

NMR compound 1-154 (CDCl₃, 400 MHz, δ in ppm):

2.43 (s, 3H); 3.52 (s, 2H); 3.73 (s, 3H); 6.42 (m, 1H); 6.98 (m, 1H);8.57 (m, 1H); 8.72 (s, 2H); 9.18 (s, 1H); 15.3 (brs, 1H). m.p.: 173° C.

NMR compound 1-119 (CDCl₃, 400 MHz, δ in ppm):

2.42 (s, 3H); 3.55 (s, 2H); 6.98 (m, 1H); 7.92 (m, 1H); 8.70 (s, 2H);8.83 (m, 1H); 9.19 (s, 1H).

NMR compound 1-210 (CDCl₃, 400 MHz, δ in ppm):

2.22 (s, 3H); 2.43 (s, 3H); 2.66 (s, 3H); 3.50 (s, 2H); 6.61 (s, 1H);7.13 (s, 1H); 8.72 (s, 2H); 9.17 (s, 1H).

NMR compound 1-28 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.44 (s, 2H); 7.20 (d, 2H); 7.41 (d, 2H); 8.62 (s, 2H);9.04 (s, 1H).

TABLE 2 Compounds of the formula (Ia′′′) (Ia′′′)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 2-1 H H Ph Ph H 2-2 H H Me Ph H 2-3 H H Me5-I-2-thienyl H 2-4 H H Me 2-furyl H 2-5 H H Me Ph 2-OMe 2-6 Me H Me Ph4-Me 2-7 H H Me Ph 2-Cl 2-8 H H Me Ph 4-CF₃ 2-9 H H Me Ph 2-CF₃ 2-10 H HMe Ph 4-Me 2-11 H H Me Ph 2,4-Me₂ 2-12 H H Me Ph 2,4-Cl₂ 2-13 H H Me4-MeO-Ph 4-Me 2-14 H H Me 4-MeO-Ph H 2-15 Me H Me Ph H 2-16 H H Me4-Me-Ph H 2-17 H H Me 4-Me-Ph 4-Me 2-18 H H Me 4-Me-Ph 4-Cl 2-19 H H Me3-Cl-Ph H 2-20 H H Me 3-CF₃-Ph H 2-21 H H Me 3-CF₃-Ph 4-Me 2-22 H H Me3,4-Cl₂-Ph 4-Me 2-23 H H Me 3-Cl-Ph 4-Me 2-24 H H Me 2-Cl-Ph 4-Me 2-25 HH Me 2,4-Cl₂-Ph 4-Me 2-26 H H Me 4-CF₃-Ph 4-Me 2-27 H H Me 4-Cl-Ph 4-Me2-28 H H Me 4-Cl-Ph H 2-29 H H Me 4-Cl-Ph 2-Cl 2-30 H H Me 3,4-Cl₂-Ph H2-31 H H Me 4-CF₃-Ph H 2-32 H H Me 4-Cl-Ph 4-Cl 2-33 H H Me Ph 4-Cl 2-34H H Me 2-Cl-Ph H 2-35 H H Me 4-tBu-Ph 4-Me 2-36 H H Me 3,5-Me₂-Ph 4-Me2-37 H H Me Ph 4-OMe 2-38 H H Me 4-Cl-Ph 4-OMe 2-39 H H Me 4-Me-Ph 4-Me2-40 H H Me 4-F-Ph 4-Me 2-41 H H Me 4-F-Ph 4-Cl 2-42 H H Me 3-Me-Ph 4-Me2-43 H H Me 4-COOH-Ph 4-Me 2-44 H H Me 3-Br-Ph 4-Me 2-45 H H Me 4-Ph-Ph4-Me 2-46 H H Me 4-COOH-Ph H 2-47 H H Me 3,5-Me₂-Ph H 2-48 H H Me Ph4-SMe 2-49 H H Me 4-Cl-Ph 4-SMe 2-50 H H Me 3-Cl-4-Me-Ph H 2-51 H H Me3-CF₃-4-Cl-Ph H 2-52 H H Me 3-CF₃-4-Cl-Ph 4-Me 2-53 H H Me 3-Cl-4-Me-Ph4-Me 2-54 H H Me 2-pyridyl 4-Cl 2-55 H H Me 4-Cl-Ph 4-F 2-56 H H Me2-thienyl 4-Me 2-57 H H Me 3-Me-2-thienyl 4-Me 2-58 H H Me4-Me-2-thienyl 4-Me 2-59 H H Me 5-Cl-2-thienyl 4-Me 2-60 H H Me5-Cl-2-thienyl 4-Cl 2-61 H H Me 3-thienyl 4-Me 2-62 H H Me 2-thienyl H2-63 H H Me 3-Me-2-thienyl H 2-64 H H Me 4-Me-2-thienyl H 2-65 H H Me5-Cl-2-thienyl H 2-66 H H Me 5-Me-2-thienyl H 2-67 H H Me6-MeO-pyridin-3-yl H 2-68 H H Me 5-Br-2-thienyl H 2-69 H H Me5-Br-2-thienyl 4-Me 2-70 H H Me 3-thienyl H 2-71 H H Me 4-Cl-Ph 4-S(O)Me2-72 H H Me 4-Br-Ph 4-Me 2-73 H H Me 1,3-benzodioxol-5-yl 4-Me 2-74 H HMe 4-I-Ph 4-Me 2-75 H H Me 3,5-Cl₂-Ph 4-Me 2-76 H H Me 4-PhO-Ph 4-Me2-77 H H Me 6-OH-pyridin-3-yl H 2-78 H H Me Ph 4-S(O)Me 2-79 H H H Ph H2-80 H H H Ph 4-Me 2-81 H H Et Ph H 2-82 H H n-Pr Ph H 2-83 H H CH₂Cl PhH 2-84 H H CHCl₂ Ph H 2-85 H H CH₂F Ph H 2-86 H H CHF₂ Ph H 2-87 H H ClPh H 2-88 H H Et Ph 4-Me 2-89 H H n-Pr Ph 4-Me 2-90 H H CH₂Cl Ph 4-Me2-91 H H CHCl₂ Ph 4-Me 2-92 H H CH₂F Ph 4-Me 2-93 H H CHF₂ Ph 4-Me 2-94H H Cl Ph 4-Me 2-95 H H Et 4-Cl-Ph H 2-96 H H n-Pr 4-Cl-Ph H 2-97 H HCH₂Cl 4-Cl-Ph H 2-98 H H CHCl₂ 4-Cl-Ph H 2-99 H H CH₂F 4-Cl-Ph H 2-100 HH CHF₂ 4-Cl-Ph H 2-101 H H Cl 4-Cl-Ph H 2-102 H H Et 4-Me-Ph H 2-103 H Hn-Pr 4-Me-Ph H 2-104 H H CH₂Cl 4-Me-Ph H 2-105 H H CHCl₂ 4-Me-Ph H 2-106H H CH₂F 4-Me-Ph H 2-107 H H CHF₂ 4-Me-Ph H 2-108 H H Cl 4-Me-Ph H 2-109H H Et 2-pyridyl H 2-110 H H n-Pr 2-pyridyl H 2-111 H H CH₂Cl 2-pyridylH 2-112 H H CHCl₂ 2-pyridyl H 2-113 H H CH₂F 2-pyridyl H 2-114 H H CHF₂2-pyridyl H 2-115 H H Cl 2-pyridyl H 2-116 H H Me 2-pyridyl H 2-117 H HMe 5-Cl-pyridin-2-yl H 2-118 H H Me 5-Cl-pyridin-2-yl 4-Cl 2-119 H H Me5-Cl-pyridin-2-yl 4-Me 2-120 H H Me 5-Br-pyridin-2-yl H 2-121 H H Me5-Br-pyridin-2-yl 4-Cl 2-122 H H Me 5-Br-pyridin-2-yl 4-Me 2-123 H H Me5-F-pyridin-2-yl H 2-124 H H Me 5-Me-pyridin-2-yl H 2-125 H H Me5-Me-pyridin-2-yl 4-Me 2-126 H H Me 2,4-Cl₂-Ph H 2-127 H H Me4-(CH₂COOH)-Ph 4-Me 2-128 H H Me 3,4-Me₂-Ph 4-Me 2-129 H H Me 4-Br-Ph4-Me 2-130 H H Me 3,4-Me₂-Ph H 2-131 H H Me 3-Me-Ph H 2-132 H H Me4-F-Ph H 2-133 H H Me 4-(Me-CO)-Ph H 2-134 H H Me 4-tBu-Ph H 2-135 H HMe 4-Cl-3-Me-Ph H 2-136 H H n-Pr 4-Cl-Ph 4-Me 2-137 H H Me 3-pyridyl H2-138 H H Me 4-pyridyl H 2-139 H H C(O)OMe Ph H 2-140 H H Me6-Me-pyridin-3-yl H 2-141 H H Me 4-Cl-Ph 4-SO₂Me 2-142 H H Me 3-pyridyl4-Me 2-143 H H Me 2,3-Cl₂-Ph 4-Me 2-144 H H Me 2-pyridyl 4-Me 2-145 H HH 4-Cl-Ph 4-Me 2-146 H H Me 6-Cl-pyridin-3-yl H 2-147 H H Me Ph 2-Me2-148 H H Me 4-Me-pyridin-2-yl H 2-149 H H Me 4-Me-pyridin-2-yl 4-Me2-150 H H Me 4-Me-pyridin-2-yl 4-Cl 2-151 H H Me 4-Me-pyridin-2-yl 4-F2-152 H H Me 4-F-pyridin-2-yl H 2-153 H H Me 4-Cl-pyridin-2-yl H 2-154 HH Me 4-Br-pyridin-2-yl H 2-155 H H Me 4-OMe-pyridin-2-yl H 2-156 H H Me5-CF₃-pyridin-2-yl H 2-157 H H Me 6-OMe-pyridin-2-yl H 2-158 H H cyPr4-Cl-Ph H 2-159 H H CN 4-Cl-Ph H 2-160 H H CN 4-Cl-Ph 4-Me 2-161 H H CN4-Me-Ph H 2-162 H H CN 4-Me-Ph 4-Me 2-163 H H CN Ph H 2-164 H H CN Ph4-Me 2-165 H H CN 2-pyridyl H 2-166 H H CN 3-pyridyl H 2-167 H H CN5-Cl-pyridin-2-yl H 2-168 H H CN 5-Br-pyridin-2-yl H 2-169 H H CN5-F-pyridin-2-yl H 2-170 H H CN 5-Me-pyridin-2-yl H 2-171 H H CN6-Me-pyridin-3-yl H 2-172 H H CN 4-Me-pyridin-2-yl H 2-173 H H CN4-F-pyridin-2-yl H 2-174 H H CN 4-Cl-pyridin-2-yl H 2-175 H H CN4-Br-pyridin-2-yl H 2-176 H H CN 4-OMe-pyridin-2-yl H 2-177 H H formyl4-Cl-Ph H 2-178 H H formyl 4-Cl-Ph 4-Me 2-179 H H formyl 4-Me-Ph H 2-180H H formyl 4-Me-Ph 4-Me 2-181 H H formyl Ph H 2-182 H H formyl Ph 4-Me2-183 H H formyl 2-pyridyl H 2-184 H H formyl 3-pyridyl H 2-185 H Hformyl 5-Cl-pyridin-2-yl H 2-186 H H formyl 5-Br-pyridin-2-yl H 2-187 HH formyl 5-F-pyridin-2-yl H 2-188 H H formyl 5-Me-pyridin-2-yl H 2-189 HH formyl 6-Me-pyridin-3-yl H 2-190 H H formyl 4-Me-pyridin-2-yl H 2-191H H formyl 4-F-pyridin-2-yl H 2-192 H H formyl 4-Cl-pyridin-2-yl H 2-193H H formyl 4-Br-pyridin-2-yl H 2-194 H H formyl 4-OMe-pyridin-2-yl H2-195 H H CH₂OH 5-Me-pyridin-2-yl H 2-196 H H CH₂OH 4-Cl-Ph H 2-197 H HCH₂OH 4-Me-pyridin-2-yl H 2-198 H H CH₂OH 4-Me-Ph H 2-199 H H CH₂OH Ph H2-200 H H CH₂OH 2-pyridyl H 2-201 H H Me 2-thiazolyl H 2-202 H H Me2-thiazolyl 4-Cl 2-203 H H Me 2-thiazolyl 4-Me 2-204 H H Me4-Me-thiazol-2-yl H 2-205 H H Me 4-Me-thiazol-2-yl 4-Cl 2-206 H H Me4-Me-thiazol-2-yl 4-Me 2-207 H H Me 5-Me-thiazol-2-yl H 2-208 H H Me5-Br-thiazol-2-yl H 2-209 H H Me 5-Br-thiazol-2-yl 4-Me 2-210 H H Me5-Cl-thiazol-2-yl H 2-211 H H Me 4,6-Me₂-pyridin-2-yl H 2-212 H H Me4,6-Me₂-pyridin-2-yl 4-Me 2-213 H H Me 2-pyridyl 4-F 2-214 H H Me2-pyrazinyl H 2-215 H H Me 5-Me-pyrazin-2-yl H 2-216 H H Me 2-pyrazinyl4-Me 2-217 H H Me 1,3-benzothiazol-2-yl H 2-218 H H Me1,3-benzothiazol-2-yl 4-Me 2-219 H H Me 7-Cl-1,3-benzothiazol-2-yl H2-220 H H Me 1,5-Me₂-pyrazol-3-yl H 2-221 H H Me 1,5-Me₂-pyrazol-3-yl4-Me 2-222 H H Me 4,5-Me₂-thiazol-2-yl H 2-223 H H Me4,5-Cl₂-thiazol-2-yl H 2-224 H H Me 2-pyrimidinyl H 2-225 H H Me2-pyrimidinyl 4-Me 2-226 H H Me 5-F-pyrimidin-2-yl H 2-227 H H Me5-Cl-pyrimidin-2-yl H 2-228 H H Me 5-Br-pyrimidin-2-yl H 2-229 H H Me5-Me-pyrimidin-2-yl H 2-230 H H Me 5-Me-pyrimidin-2-yl 4-Me 2-231 H H Me4,6-Me₂-pyrimidin-2-yl H 2-232 H H Me 4,6-Me₂-pyrimidin-2-yl 4-Me 2-233H H Me 3-pyridazinyl H 2-234 H H Me 6-Me-pyridazin-3-yl H 2-235 H H Me1,2,4-triazin-3-yl H 2-236 H H Me 6-Me-1,2,4-triazin-3-yl H 2-237 H H Me4-Cl-Ph 2-OMe 2-238 H H Me 2-pyridyl 2-SO₂Me 2-239 H H Me4-Me-pyridin-2-yl H 2-240 H H Me 4-Br-Ph H 2-241 H H Me isoquinolin-3-ylH 2-242 H H Me quinoiin-2-yl H 2-243 H H Me 4-NO₂-Ph H 2-244 H H Me3,5-Cl₂-Ph H 2-245 H H Me 2-Me-pyridin-4-yl H 2-246 H H Me4-Cl-6-Me-pyridin-2-yl H 2-247 H H Me 4-Br-3-Me-Ph H 2-248 H H Me5-Cl-pyridin-3-yl H 2-249 H H Me 5-allylpyridin-2-yl H 2-250 H H Me5-cyclopropylpyridin-2-yl H 2-251 H H Me 5-ethynylpyridin-2-yl H 2-252 HH Me 5-Ph-pyridin-2-yl H 2-253 H H Me 5-I-pyridin-2-yl H 2-254 H H Me5-I-pyrimidin-2-yl H 2-255 H H Cl 4-F-Ph H 2-256 H H Cl 3-pyridyl H2-257 H H Cl 5-Cl-pyridin-2-yl H 2-258 H H Cl 5-Br-pyridin-2-yl H 2-259H H Cl 5-F-pyridin-2-yl H 2-260 H H Cl 5-I-pyridin-2-yl H 2-261 H H Cl5-Me-pyridin-2-yl H 2-262 H H Cl 6-Me-pyridin-3-yl H 2-263 H H Cl4-Me-pyridin-2-yl H 2-264 H H Cl 4-F-pyridin-2-yl H 2-265 H H Cl4-Cl-pyridin-2-yl H 2-266 H H Cl 4-Br-pyridin-2-yl H 2-267 H H Cl4-OMe-pyridin-2-yl H 2-268 H H Cl 2-pyrimidinyl H 2-269 H H Cl5-F-pyrimidin-2-yl H 2-270 H H Cl 5-Cl-pyrimidin-2-yl H 2-271 H H Cl5-Br-pyrimidin-2-yl H 2-272 H H Cl 5-I-pyrimidin-2-yl H 2-273 H H Cl5-Me-pyrimidin-2-yl H 2-274 H H Cl 5-Me-pyrazin-2-yl H 2-275 H H Cl2-pyrazinyl H 2-276 H H Cl isoquinolin-3-yl H 2-277 H H Cl quinolin-2-ylH 2-278 H H Cl 1,3-benzothiazol-2-yl H 2-279 H H Cl7-Cl-1,3-benzothiazol-2-yl H 2-280 H H Cl 2-thiazolyl H 2-281 H H Cl5-Br-thiazol-2-yl H 2-282 H H Cl 5-Me-thiazol-2-yl H 2-283 H H Cl5-Cl-thiazol-2-yl H 2-284 H H Cl 2-thienyl H 2-285 H H Cl 3-Me-2-thienylH 2-286 H H Cl 4-Me-2-thienyl H 2-287 H H Cl 5-Br-2-thienyl H 2-288 H HCl 5-Cl-2-thienyl H 2-289 H H Me 3-Br-Ph H 2-290 H H Me 4-thiazolyl H2-291 H H Me 2-Cl-thiazol-4-yl H 2-292 H H Me 2-Br-thiazol-4-yl H 2-293H H Me 5-OSO₂Me-pyridin-2-yl H 2-294 H H Me 6-Cl-1,3-benzothiazol-2-yl H2-295 H H Me 6-Br-1,3-benzothiazol-2-yl H 2-296 H H Me1,3-benzoxazol-2-yl H 2-297 H H Me 6-Cl-1,3-benzoxazol-2-yl H 2-298 H HMe 6-Br-1,3-benzoxazol-2-yl H 2-299 H H Me 7-Cl-1,3-benzoxazol-2-yl H2-300 H H Me 5-NH₂-pyridin-2-yl H 2-301 H H Me 5-OH-pyridin-2-yl H 2-302H H Me 5-OCHF₂-pyridin-2-yl H 2-303 H H Me 5-MeO-pyridin-2-yl H 2-304 HH Me 5-MeS-pyridin-2-yl H 2-305 H H Me 5-NHMe-pyridin-2-yl H 2-306 H HMe 5-NMe₂-pyridin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 2-237 (CDCl₃, 400 MHz, δ in ppm):

2.32 (s, 3H); 3.39 (s, 2H); 3.70 (s, 3H); 4.00 (s, 3H); 7.18 (d, 2H);7.39 (d, 2H); 8.38 (s, 2H).

NMR compound 2-117 (CDCl₃, 400 MHz, δ in ppm):

2.35 (s, 3H); 3.52 (s, 2H); 3.71 (s, 3H); 7.45 (d, 1H); 7.77 (dd, 1H);8.53 (d, 1H); 8.65 (s, 2H); 9.08 (s, 1H).

NMR compound 2-120 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.54 (s, 2H); 3.72 (s, 3H); 7.39 (d, 1H); 7.92 (dd, 1H);8.64 (d, 1H); 8.67 (s, 2H); 9.09 (s, 1H).

NMR compound 2-28 (CDCl₃, 400 MHz, δ in ppm):

2.36 (s, 3H); 3.40 (s, 2H); 3.71 (s, 3H); 7.20 (d, 2H); 7.41 (d, 2H);8.63 (s, 2H); 9.03 (s, 1H).

NMR compound 2-29 (CDCl₃, 400 MHz, δ in ppm):

2.34 (s, 3H); 3.38 (s, 2H); 3.72 (s, 3H); 7.20 (d, 2H); 7.44 (d, 2H);8.50 (s, 2H).

NMR compound 2-116 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.57 (s, 2H); 3.71 (s, 3H); 7.32 (m, 1H); 7.46 (m, 1H);7.69 (m, 1H); 8.61 (m, 1H); 8.63 (s, 2H); 9.04 (s, 1H).

NMR compound 2-238 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.33 (s, 3H); 3.52 (s, 2H); 3.72 (s, 3H); 7.32 (m, 1H);7.58 (m, 1H); 7.85 (m, 1H); 8.62 (m, 1H); 8.75 (s, 2H).

NMR compound 2-239 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 2.39 (s, 3H); 3.57 (s, 2H); 3.73 (s, 3H); 7.14 (d, 1H);7.26 (s, 1H); 8.46 (d, 1H); 8.67 (s, 2H); 9.05 (s, 1H).

NMR compound 2-215 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 2.61 (s, 3H); 3.56 (s, 2H); 3.72 (s, 3H); 8.43 (s, 1H);8.60 (s, 1H); 8.68 (s, 2H); 9.09 (s, 1H). m.p.: 193° C.

NMR compound 2-135 (CDCl₃, 400 MHz, δ in ppm):

2.35 (s, 3H); 2.36 (s, 3H); 3.40 (s, 2H); 3.72 (s, 3H); 7.00 (m, 1H);7.11 (m, 1H); 7.39 (m, 1H); 8.62 (s, 2H); 9.02 (s, 1H).

NMR compound 2-16 (CDCl₃, 400 MHz, δ in ppm):

2.34 (s, 3H); 2.39 (s, 3H); 3.41 (s, 2H); 3.71 (s, 3H); 7.11 (d, 2H);7.22 (d, 2H); 8.63 (s, 2H); 9.01 (s, 1H).

NMR compound 2-132 (CDCl₃, 400 MHz, δ in ppm):

2.36 (s, 3H); 3.39 (s, 2H); 3.71 (s, 3H); 7.12 (m, 2H); 7.25 (m, 2H);8.65 (brs, 2H); 9.05 (brs, 1H).

NMR compound 2-148 (CDCl₃, 400 MHz, δ in ppm):

2.39 (s, 3H); 2.40 (s, 3H); 3.57 (s, 2H); 3.74 (s, 3H); 7.14 (dd, 2H);7.26 (d, 2H); 8.47 (d, 1H); 8.66 (s, 2H); 9.05 (s, 1H).

NMR compound 2-240 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.39 (s, 2H); 3.72 (s, 3H); 7.13 (d, 2H); 7.58 (d, 2H);8.63 (s, 2H); 9.04 (s, 1H).

NMR compound 2-65 (CDCl₃, 400 MHz, δ in ppm):

2.33 (s, 3H); 3.48 (s, 2H); 3.72 (s, 3H); 6.87 (d, 2H); 6.93 (d, 2H);8.75 (brs, 2H); 9.11 (brs, 1H).

NMR compound 2-64 (CDCl₃, 400 MHz, δ in ppm):

2.25 (s, 3H); 2.33 (s, 3H); 3.48 (s, 2H); 3.72 (s, 3H); 6.85 (d, 2H);7.05 (d, 2H); 8.73 (brs, 2H); 9.09 (brs, 1H).

NMR compound 2-47 (CDCl₃, 400 MHz, δ in ppm):

2.28 (s, 6H); 2.35 (s, 3H); 3.41 (s, 2H); 3.70 (s, 3H); 6.82 (s, 2H);7.05 (s, 1H); 8.63 (s, 2H); 9.01 (s, 1H).

NMR compound 2-241 (CDCl₃, 400 MHz, δ in ppm):

2.40 (s, 3H); 3.59 (s, 2H); 3.73 (s, 3H); 7.72 (m, 1H); 7.78 (m, 1H);7.87 (m, 1H); 7.92 (s, 1H); 8.01 (m, 1H); 8.67 (s, 2H); 9.02 (s, 1H);9.18 (s, 1H). m.p.: 100.7° C.

NMR compound 2-217 (CDCl₃, 400 MHz, δ in ppm):

2.48 (s, 3H); 3.71 (s, 3H); 3.81 (s, 2H); 7.43 (t, 1H); 7.51 (t, 1H);7.89 (d, 1H); 8.00 (d, 1H); 8.82 (s, 2H); 9.17 (s, 1H).

NMR compound 2-243 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.42 (s, 2H); 3.73 (s, 3H); 7.48 (d, 2H); 8.30 (d, 2H);8.61 (s, 2H); 9.08 (s, 1H).

NMR compound 2-68 (CDCl₃, 400 MHz, δ in ppm):

2.33 (s, 3H); 3.48 (s, 2H); 3.72 (s, 3H); 6.83 (d, 2H); 7.08 (d, 2H);8.73 (s, 2H); 9.11 (s, 1H).

NMR compound 2-224 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.68 (s, 3H); 3.96 (s, 2H); 7.17 (t, 1H); 8.64 (d, 2H);8.74 (s, 2H); 9.14 (s, 1H).

NMR compound 2-2 (CDCl₃, 400 MHz, δ in ppm):

2.36 (s, 3H); 3.41 (s, 2H); 3.70 (s, 3H); 7.24 (m, 2H); 7.43 (m, 3H);8.61 (s, 2H); 9.01 (s, 1H).

NMR compound 2-289 (CDCl₃, 400 MHz, δ in ppm):

2.36 (s, 3H); 3.41 (s, 2H); 3.72 (s, 3H); 7.14 (m, 1H); 7.29 (m, 1H);7.44 (m, 1H); 7.58 (m, 1H); 8.63 (s, 2H); 9.03 (s, 1H).

NMR compound 2-247 (CDCl₃, 400 MHz, δ in ppm):

2.34 (s, 3H); 2.37 (s, 3H); 3.39 (s, 2H); 3.71 (s, 3H); 6.92 (m, 1H);7.13 (m, 1H); 7.58 (m, 1H); 8.64 (s, 2H); 9.04 (s, 1H).

NMR compound 2-124 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 2.39 (s, 3H); 3.54 (s, 2H); 3.70 (s, 3H); 7.33 (m, 1H);7.59 (m, 1H); 8.42 (s, 1H); 8.63 (s, 2H); 9.03 (s, 1H).

NMR compound 2-155 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.55 (s, 2H); 3.72 (s, 3H); 3.86 (s, 3H); 6.82 (m, 1H);7.10 (m, 1H); 8.39 (m, 1H); 8.64 (s, 2H); 9.04 (s, 1H). m.p.: 161.7° C.

NMR compound 2-249 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.56 (s, 2H); 3.71 (s, 3H); 5.48 (m, 1H); 5.88 (m, 1H);6.71 (m, 1H); 7.41 (m, 1H); 7.80 (m, 1H); 8.58 (m, 1H); 8.65 (s, 2H);9.05 (s, 1H).

NMR compound 2-242 (CDCl₃, 400 MHz, δ in ppm):

2.40 (s, 3H); 3.68 (s, 2H); 3.69 (s, 3H); 7.43 (m, 1H); 7.61 (m, 1H);7.72 (m, 1H); 7.84 (m, 1H); 7.95 (m, 1H); 8.21 (m, 1H); 8.69 (s, 2H);9.04 (s, 1H).

NMR compound 2-290 (CDCl₃, 400 MHz, δ in ppm):

2.39 (s, 3H); 3.53 (s, 2H); 3.75 (s, 3H); 7.75 (s, 1H); 8.68 (s, 2H);8.83 (s, 1H); 9.09 (s, 1H).

NMR compound 2-211 (CDCl₃, 400 MHz, δ in ppm):

2.32 (s, 3H); 2.35 (s, 3H); 2.40 (s, 3H); 3.54 (s, 2H); 3.71 (s, 3H);7.00 (s, 1H); 7.06 (s, 1H); 8.65 (s, 2H); 9.03 (s, 1H).

NMR compound 2-66 (CDCl₃, 400 MHz, δ in ppm):

2.32 (s, 3H); 2.48 (s, 3H); 3.48 (s, 2H); 3.72 (s, 3H); 6.72 (d, 1H);6.82 (d, 1H); 8.72 (s, 2H); 9.08 (s, 1H).

NMR compound 2-219 (CDCl₃, 400 MHz, δ in ppm):

2.39 (s, 3H); 3.73 (s, 3H); 3.82 (s, 2H); 7.43 (m, 1H); 7.47 (m, 1H);7.89 (m, 1H); 8.83 (s, 2H); 9.19 (s, 1H).

NMR compound 2-244 (CDCl₃, 400 MHz, δ in ppm):

2.35 (s, 3H); 3.40 (s, 2H); 3.72 (s, 3H); 7.17 (d, 2H); 7.43 (t, 1H);8.64 (s, 2H); 9.09 (s, 1H).

TABLE 3 Compounds of the formula (Ia″″) (Ia″″)

No. R¹ R⁴ R⁵ (R⁶)_(n) 3-1 Et Me Ph H 3-2 Et Me Ph 4-Me 3-3 Et Me 3-Cl-PhH 3-4 Et Me 4-Cl-Ph H 3-5 Et Me 4-Cl-Ph 4-Me 3-6 Et Me 2-thienyl H 3-7Et Me 3-thienyl H 3-8 Et Me 3-Me-2-thienyl H 3-9 Et Me 4-Me-2-thienyl H3-10 Et Me 5-Br-2-thienyl H 3-11 Et Me 5-Br-2-thienyl 4-Me 3-12 Et Me5-Cl-2-thienyl H 3-13 Et Me 5-Cl-2-thienyl 4-Me 3-14 Et Me 5-I-2-thienylH 3-15 Et Me 5-Me-2-thienyl H 3-16 Et Me 3-pyridyl H 3-17 Et Me6-MeO-pyridin-3-yl H 3-18 Et Me 6-OH-pyridin-3-yl H 3-19 Et Me6-Me-pyridin-3-yl H 3-20 Et Me 4-Me-Ph H 3-21 Et Me 4-Me-Ph 4-Me 3-22 EtMe 4-Br-Ph H 3-23 Et Me 4-F-Ph H 3-24 Et Me 4-F-Ph 4-Me 3-25 Et Me5-Cl-pyridin-2-yl H 3-26 Et Me 5-Br-pyridin-2-yl H 3-27 Et Me5-F-pyridin-2-yl H 3-28 Et Me 5-F-pyridin-2-yl 4-Me 3-29 Et Me5-Cl-pyridin-2-yl 4-Me 3-30 Et Me 5-Br-pyridin-2-yl 4-Me 3-31 Et Me5-Me-pyridin-2-yl H 3-32 Et Me 5-Me-pyridin-2-yl 4-Me 3-33 Et Me2-pyridyl 4-Me 3-34 Et Me 2-pyridyl H 3-35 Et Me 4-pyridyl H 3-36 Et Me4-Me-pyridin-2-yl H 3-37 Et Me 4-Me-pyridin-2-yl 4-Me 3-38 Et Me2-thiazolyl H 3-39 Et Me 4-Me-thiazol-2-yl H 3-40 Et Me5-Br-thiazol-2-yl H 3-41 Et Me 5-Cl-thiazol-2-yl H 3-42 Et Me5-Me-thiazoi-2-yl H 3-43 Et Me 4,5-Me₂-thiazol-2-yl H 3-44 Et Me4,5-Cl₂-thiazol-2-yl H 3-45 Et Me 4,6-Me₂-pyridin-2-yl H 3-46 Et Me2-pyrazinyl H 3-47 Et Me 2-pyrimidinyl H 3-48 Et Me 2-pyrimidinyl 4-Me3-49 Et Me 5-Cl-pyrimidin-2-yl H 3-50 Et Me 5-Br-pyrimidin-2-yl H 3-51Et Me 5-Me-pyrimidin-2-yl H 3-52 Et Me 5-Me-pyrimidin-2-yl 4-Me 3-53 EtMe 4,6-Me₂-pyrimidin-2-yl H 3-54 Et Me 4,6-Me₂-pyrimidin-2-yl 4-Me 3-55Et Me 1,3-benzothiazol-2-yl H 3-56 Et Me 7-Cl-1,3-benzothiazol-2-yl H3-57 Et Me 1,5-Me₂-pyrazol-3-yl H 3-58 Et Me 5-Me-pyrazin-2-yl H 3-59 EtMe 5-F-pyrimidin-2-yl H 3-60 Et Me 4,6-Me₂-pyrimidin-2-yl H 3-61 Et Me3-pyridazinyl H 3-62 Et Me 6-Me-pyridazin-3-yl H 3-63 Et Me3-(1,2,4)-triazinyl H 3-64 Et Me 6-Me-(1,2,4)-triazin-3-yl H 3-65 Pr MePh H 3-66 Pr Me 4-Cl-Ph H 3-67 Pr Me 2-thienyl H 3-68 Pr Me 3-pyridyl H3-69 Pr Me 6-Me-pyridin-3-yl H 3-70 Pr Me 4-Me-Ph H 3-71 Pr Me 4-Br-Ph H3-72 Pr Me 4-F-Ph H 3-73 Pr Me 5-Cl-pyridin-2-yl H 3-74 Pr Me5-Br-pyridin-2-yl H 3-75 Pr Me 5-F-pyridin-2-yl H 3-76 Pr Me5-Me-pyridin-2-yl H 3-77 Pr Me 2-pyridyl H 3-78 Pr Me 4-pyridyl H 3-79i-Pr Me Ph H 3-80 i-Pr Me 4-Cl-Ph H 3-81 i-Pr Me 2-thienyl H 3-82 i-PrMe 3-pyridyl H 3-83 i-Pr Me 6-Me-pyridin-3-yl H 3-84 i-Pr Me 4-Me-Ph H3-85 i-Pr Me 4-Br-Ph H 3-86 i-Pr Me 4-F-Ph H 3-87 i-Pr Me5-Cl-pyridin-2-yl H 3-88 i-Pr Me 5-Br-pyridin-2-yl H 3-89 i-Pr Me5-F-pyridin-2-yl H 3-90 i-Pr Me 5-Me-pyridin-2-yl H 3-91 i-Pr Me2-pyridyl H 3-92 i-Pr Me 4-pyridyl H 3-93 CH₂Ph Me Ph H 3-94 CH₂Ph Me4-Cl-Ph H 3-95 CH₂Ph Me 2-thienyl H 3-96 CH₂Ph Me 2-pyridyl H 3-97prop-2-yn-1-yl Me Ph H 3-98 prop-2-yn-1-yl Me 4-Cl-Ph H 3-99prop-2-yn-1-yl Me 2-thienyl H 3-100 prop-2-yn-1-yl Me 3-thienyl H 3-101prop-2-yn-1-yl Me 3-Me-2-thienyl H 3-102 prop-2-yn-1-yl Me4-Me-2-thienyl H 3-103 prop-2-yn-1-yl Me 5-Cl-2-thienyl H 3-104prop-2-yn-1-yl Me 5-Me-2-thienyl H 3-105 prop-2-yn-1-yl Me 3-pyridyl H3-106 prop-2-yn-1-yl Me 6-MeO-pyridin-3-yl H 3-107 prop-2-yn-1-yl H Ph H3-108 prop-2-yn-1-yl Me 6-Me-pyridin-3-yl H 3-109 prop-2-yn-1-yl Me4-Me-Ph H 3-110 prop-2-yn-1-yl Me 4-Br-Ph H 3-111 prop-2-yn-1-yl Me4-F-Ph H 3-112 prop-2-yn-1-yl Me 5-Cl-pyridin-2-yl H 3-113prop-2-yn-1-yl Me 5-Br-pyridin-2-yl H 3-114 prop-2-yn-1-yl Me5-F-pyridin-2-yl H 3-115 prop-2-yn-1-yl Me 5-Me-pyridin-2-yl H 3-116prop-2-yn-1-yl Me 2-pyridyl H 3-117 prop-2-yn-1-yl Me 4-pyridyl H 3-118prop-2-yn-1-yl Me 4-Cl-Ph 4-Me 3-119 prop-2-yn-1-yl Me Ph 4-Me 3-120cyclopropylmethyl Me Ph H 3-121 cyclopropylmethyl Me 4-Cl-Ph H 3-122cyclopropylmethyl Me 2-thienyl H 3-123 cyclopropylmethyl Me 3-thienyl H3-124 cyciopropylmethyl Me 3-Me-2-thienyl H 3-125 cyclopropylmethyl Me3-pyridyl H 3-126 cyclopropylmethyl Me 5-Cl-2-thienyl H 3-127cyclopropylmethyl Me 5-Me-2-thienyl H 3-128 cyclopropylmethyl Me4-Me-2-thienyl H 3-129 cyclopropylmethyl Me 6-MeO-pyridin-3-yl H 3-130cyclopropylmethyl Me 6-OH-pyridin-3-yl H 3-131 cyclopropylmethyl Me6-Me-pyridin-3-yl H 3-132 cyclopropylmethyl Me 4-Me-Ph H 3-133cyclopropylmethyl Me 4-Br-Ph H 3-134 cyclopropylmethyl Me 4-F-Ph H 3-135cyclopropylmethyl Me 5-Cl-pyridin-2-yl H 3-136 cyclopropylmethyl Me5-Br-pyridin-2-yl H 3-137 cyclopropylmethyl Me 5-F-pyridin-2-yl H 3-138cyclopropylmethyl Me 5-Me-pyridin-2-yl H 3-139 cyclopropylmethyl Me2-pyridyl H 3-140 cyclopropylmethyl Me 4-pyridyl H 3-141cyclopropylmethyl Me 4-Cl-Ph 4-Me 3-142 cyclopropylmethyl Me Ph 4-Me3-143 cyclopropylmethyl H Ph H 3-144 3,3-dichloro-2-fluoroprop-2-en-1-ylMe Ph H 3-145 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 4-Cl-Ph H 3-1463,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-thienyl H 3-1473,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-pyridyl H 3-148(1-methylcyclopropyl)methyl Me Ph H 3-149 (1-methylcyclopropyl)methyl Me4-Cl-Ph H 3-150 (1-methylcyclopropyl)methyl Me 2-thienyl H 3-151(1-methylcyclopropyl)methyl Me 2-pyridyl H 3-152 4-chlorobut-2-yn-1-ylMe Ph H 3-153 4-chlorobut-2-yn-1-yl Me 4-Cl-Ph H 3-1544-chlorobut-2-yn-1-yl Me 2-thienyl H 3-155 4-chlorobut-2-yn-1-yl Me2-pyridyl H 3-156 (2,2-dichlorocyclopropyl)methyl Me Ph H 3-157(2,2-dichlorocyclopropyl)methyl Me 4-Cl-Ph H 3-158(2,2-dichlorocyclopropyl)methyl Me 2-thienyl H 3-159(2,2-dichlorocyclopropyl)methyl Me 2-pyridyl H 3-160 but-2-yn-1-yl Me PhH 3-161 but-2-yn-1-yl Me 4-Cl-Ph H 3-162 but-2-yn-1-yl Me 2-thienyl H3-163 but-2-yn-1-yl Me 3-thienyl H 3-164 but-2-yn-1-yl Me 3-Me-2-thienylH 3-165 but-2-yn-1-yl Me 4-Me-2-thienyl H 3-166 but-2-yn-1-yl Me5-Cl-2-thienyl H 3-167 but-2-yn-1-yl Me 5-Me-2-thienyl H 3-168but-2-yn-1-yl Me 3-pyridyl H 3-169 but-2-yn-1-yl Me 6-MeO-pyridin-3-yl H3-170 but-2-yn-1-yl H Ph H 3-171 but-2-yn-1-yl Me 6-Me-pyridin-3-yl H3-172 but-2-yn-1-yl Me 4-Me-Ph H 3-173 but-2-yn-1-yl Me 4-Br-Ph H 3-174but-2-yn-1-yl Me 4-F-Ph H 3-175 but-2-yn-1-yl Me 5-Cl-pyridin-2-yl H3-176 but-2-yn-1-yl Me 5-Br-pyridin-2-yl H 3-177 but-2-yn-1-yl Me5-F-pyridin-2-yl H 3-178 but-2-yn-1-yl Me 5-Me-pyridin-2-yl H 3-179but-2-yn-1-yl Me 2-pyridyl H 3-180 but-2-yn-1-yl Me 4-pyridyl H 3-181but-2-yn-1-yl Me 4-Cl-Ph 4-Me 3-182 but-2-yn-1-yl Me Ph 4-Me 3-1831-methylprop-2-yn-1-yl Me Ph H 3-184 1-methylprop-2-yn-1-yl Me 4-Cl-Ph H3-185 1-methylprop-2-yn-1-yl Me 2-thienyl H 3-186 1-methylprop-2-yn-1-ylMe 2-pyridyl H 3-187 1-cyclopropylethyl Me Ph H 3-188 1-cyclopropylethylMe 4-Cl-Ph H 3-189 1-cyclopropylethyl Me 2-thienyl H 3-1901-cyclopropylethyl Me 2-pyridyl H 3-191 allyl Me Ph H 3-192 allyl Me4-Cl-Ph H 3-193 allyl Me 2-thienyl H 3-194 allyl Me 2-pyridyl H 3-1953-methylbut-2-en-1-yl Me Ph H 3-196 3-methylbut-2-en-1-yl Me 4-Cl-Ph H3-197 3-methylbut-2-en-1-yl Me 2-thienyl H 3-198 3-methylbut-2-en-1-ylMe 2-pyridyl H 3-199 2-methylprop-2-en-1-yl Me Ph H 3-2002-methylprop-2-en-1-yl Me 4-Cl-Ph H 3-201 2-methylprop-2-en-1-yl Me2-thienyl H 3-202 2-methylprop-2-en-1-yl Me 2-pyridyl H 3-203(2E)-1-methylbut-2-en-1-yl Me Ph H 3-204 (2E)-1-methylbut-2-en-1-yl Me4-Cl-Ph H 3-205 (2E)-1-methylbut-2-en-1-yl Me 2-thienyl H 3-206(2E)-1-methylbut-2-en-1-yl Me 2-pyridyl H 3-207 3-phenylprop-2-yn-1-ylMe Ph H 3-208 3-phenylprop-2-yn-1-yl Me 4-Cl-Ph H 3-2093-phenylprop-2-yn-1-yl Me 2-thienyl H 3-210 3-phenylprop-2-yn-1-yl Me2-pyridyl H 3-211 cyclobutylmethyl Me Ph H 3-212 cyclobutylmethyl Me4-Cl-Ph H 3-213 cyclobutylmethyl Me 2-thienyl H 3-214 cyclobutylmethylMe 2-pyridyl H 3-215 cyclopentylmethyl Me Ph H 3-216 cyclopentylmethylMe 4-Cl-Ph H 3-217 cyclopentylmethyl Me 2-thienyl H 3-218cyctopentylmethyl Me 2-pyridyl H 3-219 cyclohexylmethyl Me Ph H 3-220cyclohexylmethyl Me 4-Cl-Ph H 3-221 cyclohexylmethyl Me 2-thienyl H3-222 cyclohexylmethyl Me 2-pyridyl H 3-223 but-3-en-1-yl Me Ph H 3-224but-3-en-1-yl Me 4-Cl-Ph H 3-225 but-3-en-1-yl Me 2-thienyl H 3-226but-3-en-1-yl Me 2-pyridyl H 3-227 2-chloroprop-2-en-1-yl Me Ph H 3-2282-chloroprop-2-en-1-yl Me 4-Cl-Ph H 3-229 2-chloroprop-2-en-1-yl Me2-thienyl H 3-230 2-chloroprop-2-en-1-yl Me 3-thienyl H 3-2312-chloroprop-2-en-1-yl Me 3-Me-2-thienyl H 3-232 2-chloroprop-2-en-1-ylMe 4-Me-2-thienyl H 3-233 2-chloroprop-2-en-1-yl Me 5-Cl-2-thienyl H3-234 2-chloroprop-2-en-1-yl Me 5-Me-2-thienyl H 3-2352-chloroprop-2-en-1-yl Me 3-pyridyl H 3-236 2-chloroprop-2-en-1-yl Me6-MeO-pyridin-3-yl H 3-237 2-chloroprop-2-en-1-yl Me 6-OH-pyridin-3-yl H3-238 2-chloroprop-2-en-1-yl Me 6-Me-pyridin-3-yl H 3-2392-chloroprop-2-en-1-yl Me 4-Me-Ph H 3-240 2-chloroprop-2-en-1-yl Me4-Br-Ph H 3-241 2-chloroprop-2-en-1-yl Me 4-F-Ph H 3-2422-chloroprop-2-en-1-yl Me 5-Cl-pyridin-2-yl H 3-2432-chloroprop-2-en-1-yl Me 5-Br-pyridin-2-yl H 3-2442-chloroprop-2-en-1-yl Me 5-F-pyridin-2-yl H 3-2452-chloroprop-2-en-1-yl Me 5-Me-pyridin-2-yl H 3-2462-chloroprop-2-en-1-yl Me 2-pyridyl H 3-247 2-chloroprop-2-en-1-yl Me4-pyridyl H 3-248 2-chloroprop-2-en-1-yl Me 4-Cl-Ph 4-Me 3-2492-chloroprop-2-en-1-yl Me Ph 4-Me 3-250 2-chloroprop-2-en-1-yl H Ph H3-251 2-methoxyethyl Me Ph H 3-252 2-methoxyethyl Me 4-Cl-Ph H 3-2532-methoxyethyl Me 2-thienyl H 3-254 2-methoxyethyl Me 2-pyridyl H 3-255tetrahydrofuran-2-ylmethyl Me Ph H 3-256 tetrahydrofuran-2-ylmethyl Me4-Cl-Ph H 3-257 tetrahydrofuran-2-ylmethyl Me 2-thienyl H 3-258tetrahydrofuran-2-ylmethyl Me 2-pyridyl H 3-259 2-(dimethylamino)ethylMe Ph H 3-260 2-(dimethylamino)ethyl Me 4-Cl-Ph H 3-2612-(dimethylamino)ethyl Me 2-thienyl H 3-262 2-(dimethylamino)ethyl Me2-pyridyl H 3-263 oxetan-3-yl Me Ph H 3-264 oxetan-3-yl Me 4-Cl-Ph H3-265 oxetan-3-yl Me 2-thienyl H 3-266 oxetan-3-yl Me 2-pyridyl H 3-267(3-methyloxetan-3-yl)methyl Me Ph H 3-268 (3-methyloxetan-3-yl)methyl Me4-Cl-Ph H 3-269 (3-methyloxetan-3-yl)methyl Me 2-thienyl H 3-270(3-methyloxetan-3-yl)methyl Me 2-pyridyl H 3-271 2,2,2-trifluoroethyl MePh H 3-272 2,2,2-trifluoroethyl Me 4-Cl-Ph H 3-273 2,2,2-trifluoroethylMe 2-thienyl H 3-274 2,2,2-trifluoroethyl Me 3-pyridyl H 3-2752,2,2-trifluoroethyl Me 6-Me-pyridin-3-yl H 3-276 2,2,2-trifluoroethylMe 4-Me-Ph H 3-277 2,2,2-trifluoroethyl Me 4-Br-Ph H 3-2782,2,2-trifluoroethyl Me 4-F-Ph H 3-279 2,2,2-trifluoroethyl Me5-Cl-pyridin-2-yl H 3-280 2,2,2-trifluoroethyl Me 5-Br-pyridin-2-yl H3-281 2,2,2-trifluoroethyl Me 5-F-pyridin-2-yl H 3-2822,2,2-trifluoroethyl Me 5-Me-pyridin-2-yl H 3-283 2,2,2-trifluoroethylMe 2-pyridyl H 3-284 2,2,2-trifluoroethyl Me 4-pyridyl H 3-285CH₂(4-Cl-Ph) Me Ph H 3-286 CH₂(4-Cl-Ph) Me 4-Cl-Ph H 3-287 CH₂(4-Cl-Ph)Me 2-thienyl H 3-288 CH₂(4-Cl-Ph) Me 3-pyridyl H 3-289 CH₂(4-Cl-Ph) Me6-Me-pyridin-3-yl H 3-290 CH₂(4-Cl-Ph) Me 4-Me-Ph H 3-291 CH₂(4-Cl-Ph)Me 4-Br-Ph H 3-292 CH₂(4-Cl-Ph) Me 4-F-Ph H 3-293 CH₂(4-Cl-Ph) Me5-Cl-pyridin-2-yl H 3-294 CH₂(4-Cl-Ph) Me 5-Br-pyridin-2-yl H 3-295CH₂(4-Cl-Ph) Me 5-F-pyridin-2-yl H 3-296 CH₂(4-Cl-Ph) Me5-Me-pyridin-2-yl H 3-297 CH₂(4-Cl-Ph) Me 2-pyridyl H 3-298 CH₂(4-Cl-Ph)Me 4-pyridyl H 3-299 CH₂(4-F-Ph) Me Ph H 3-300 CH₂(4-F-Ph) Me 4-Cl-Ph H3-301 CH₂(4-F-Ph) Me 2-thienyl H 3-302 CH₂(4-F-Ph) Me 3-pyridyl H 3-303CH₂(4-F-Ph) Me 6-Me-pyridin-3-yl H 3-304 CH₂(4-F-Ph) Me 4-Me-Ph H 3-305CH₂(4-F-Ph) Me 4-Br-Ph H 3-306 CH₂(4-F-Ph) Me 4-F-Ph H 3-307 CH₂(4-F-Ph)Me 5-Cl-pyridin-2-yl H 3-308 CH₂(4-F-Ph) Me 5-Br-pyridin-2-yl H 3-309CH₂(4-F-Ph) Me 5-F-pyridin-2-yl H 3-310 CH₂(4-F-Ph) Me 5-Me-pyridin-2-ylH 3-311 CH₂(4-F-Ph) Me 2-pyridyl H 3-312 CH₂(4-F-Ph) Me 4-pyridyl H3-313 CH₂(4-OMe-Ph) Me Ph H 3-314 CH₂(4-OMe-Ph) Me 4-Cl-Ph H 3-315CH₂(4-OMe-Ph) Me 2-thienyl H 3-316 CH₂(4-OMe-Ph) Me 3-pyridyl H 3-317CH₂(4-OMe-Ph) Me 6-Me-pyridin-3-yl H 3-318 CH₂(4-OMe-Ph) Me 4-Me-Ph H3-319 CH₂(4-OMe-Ph) Me 4-Br-Ph H 3-320 CH₂(4-OMe-Ph) Me 4-F-Ph H 3-321CH₂(4-OMe-Ph) Me 5-Cl-pyridin-2-yl H 3-322 CH₂(4-OMe-Ph) Me5-Br-pyridin-2-yl H 3-323 CH₂(4-OMe-Ph) Me 5-F-pyridin-2-yl H 3-324CH₂(4-OMe-Ph) Me 5-Me-pyridin-2-yl H 3-325 CH₂(4-OMe-Ph) Me 2-pyridyl H3-326 CH₂(4-OMe-Ph) Me 4-pyridyl H 3-327 2,2-difluoroethyl Me Ph H 3-3282,2-difluoroethyl Me 4-Cl-Ph H 3-329 2,2-difluoroethyl Me 2-thienyl H3-330 2,2-difluoroethyl Me 2-pyridyl H 3-331 Ph Me Ph H 3-332 Ph Me4-Cl-Ph H 3-333 Ph Me 2-thienyl H 3-334 Ph Me 2-pyridyl H 3-3352-fluoroethyl Me Ph H 3-336 2-fluoroethyl Me 4-Cl-Ph H 3-3372-fluoroethyl Me 2-thienyl H 3-338 2-fluoroethyl Me 2-pyridyl H 3-3392,2,3,3,3-pentafluoropropyl Me Ph H 3-340 2,2,3,3,3-pentafluoropropyl Me4-Cl-Ph H 3-341 2,2,3,3,3-pentafluoropropyl Me 2-thienyl H 3-3422,2,3,3,3-pentafluoropropyl Me 2-pyridyl H 3-3431-ethyl-5-methyl-1H-pyrazol-4- Me Ph H methyl 3-3441-ethyl-5-methyl-1H-pyrazol-4- Me 4-Cl-Ph H ylmethyl 3-3451-ethyl-5-methyl-1H-pyrazol-4- Me 2-thienyl H ylmethyl 3-3461-ethyl-5-methyl-1H-pyrazol-4- Me 2-pyridyl H ylmethyl 3-347 Et Meisoquinolin-3-yl H 3-348 Et Me quinolin-2-yl H 3-349 prop-2-yn-1-yl Meisoquinolin-3-yl H 3-350 prop-2-yn-1-yl Me quinolin-2-yl H 3-351but-2-yn-1-yl Me isoquinolin-3-yl H 3-352 but-2-yn-1-yl Me quinolin-2-ylH 3-353 2,2-difluoroethyl Me 5-Cl-pyridin-2-yl H 3-354 but-3-yn-2-yl Me5-Cl-pyridin-2-yl H 3-355 but-3-yn-2-yl Me isoquinolin-3-yl H 3-356but-3-yn-2-yl Me quinolin-2-yl H 3-357 but-3-yn-2-yl Me Ph H 3-358but-3-yn-2-yl Me 4-Cl-Ph H 3-359 but-3-yn-2-yl Me 2-thienyl H 3-360but-3-yn-2-yl Me 3-pyridyl H 3-361 but-3-yn-2-yl Me 6-Me-pyridin-3-yl H3-362 but-3-yn-2-yl Me 4-Me-Ph H 3-363 but-3-yn-2-yl Me 4-Br-Ph H 3-364but-3-yn-2-yl Me 4-F-Ph H 3-365 but-3-yn-2-yl Me 5-Br-pyridin-2-yl H3-366 but-3-yn-2-yl Me 5-F-pyridin-2-yl H 3-367 but-3-yn-2-yl Me5-Me-pyridin-2-yl H 3-368 but-3-yn-2-yl Me 2-pyridyl H 3-369but-3-yn-2-yl Me 4-pyridyl H 3-370 Pr Me isoquinolin-3-yl H 3-371 Pr Mequinolin-2-yl H 3-372 iPr Me isoquinolin-3-yl H 3-373 iPr Mequinolin-2-yl H 3-374 CH₂Ph Me isoquinolin-3-yl H 3-375 CH₂Ph Mequinolin-2-yl H 3-376 cyclopropylmethyl Me isoquinolin-3-yl H 3-377cyclopropylmethyl Me quinolin-2-yl H 3-3783,3-dichloro-2-fluoroprop-2-en-1-yl Me isoquinolin-3-yl H 3-3793,3-dichloro-2-fluoroprop-2-en-1-yl Me quinolin-2-yl H 3-380(1-methylcyclopropyl)methyl Me isoquinolin-3-yl H 3-381(1-methylcyclopropyl)methyl Me quinolin-2-yl H 3-3824-chlorobut-2-yn-1-yl Me isoquinolin-3-yl H 3-383 4-chlorobut-2-yn-1-ylMe quinolin-2-yl H 3-384 (2,2-dichlorocyclopropyl)methyl Meisoquinolin-3-yl H 3-385 (2,2-dichlorocyclopropyl)methyl Mequinolin-2-yl H 3-386 1-methylprop-2-yn-1-yl Me isoquinolin-3-yl H 3-3871-methylprop-2-yn-1-yl Me quinolin-2-yl H 3-388 1-cyclopropylethyl Meisoquinolin-3-yl H 3-389 1-cyclopropylethyl Me quinolin-2-yl H 3-390allyl Me isoquinolin-3-yl H 3-391 allyl Me quinolin-2-yl H 3-3923-methylbut-2-en-1-yl Me isoquinolin-3-yl H 3-393 3-methylbut-2-en-1-ylMe quinolin-2-yl H 3-394 cyclobutylmethyl Me isoquinolin-3-yl H 3-395cyclobutylmethyl Me quinolin-2-yl H 3-396 cyclopentylmethyl Meisoquinolin-3-yl H 3-397 cyclopentylmethyl Me quinoiin-2-yl H 3-3982-chloroprop-2-en-1-yl Me isoquinolin-3-yl H 3-3992-chloroprop-2-en-1-yl Me quinolin-2-yl H 3-400tetrahydrofuran-2-ylmethyl Me isoquinolin-3-yl H 3-401tetrahydrofuran-2-ylmethyl Me quinolin-2-yl H 3-402tetrahydrofuran-2-ylmethyl Me 5-Cl-pyridin-2-yl H 3-403tetrahydrofuran-2-ylmethyl Me 5-Br-pyridin-2-yl H 3-404 oxetan-3-yl Meisoquinolin-3-yl H 3-405 oxetan-3-yl Me quinolin-2-yl H 3-406oxetan-3-yl Me 5-Cl-pyridin-2-yl H 3-407 oxetan-3-yl Me5-Br-pyridin-2-yl H 3-408 oxetan-3-yl Me 5-Me-pyridin-2-yl H 3-409(3-methyloxetan-3-yl)methyl Me isoquinolin-3-yl H 3-410(3-methyloxetan-3-yl)methyl Me quinolin-2-yl H 3-411(3-methyloxetan-3-yl)methyl Me 5-Cl-pyridin-2-yl H 3-412(3-methyloxetan-3-yl)methyl Me 5-Br-pyridin-2-yl H 3-4132,2,2-trifluoroethyl Me isoquinolin-3-yl H 3-414 2,2,2-trifluoroethyl Mequinolin-2-yl H 3-415 2,2,2-trifluoroethyl Me 5-Cl-pyridin-2-yl H 3-4162,2,2-trifluoroethyl Me 5-Br-pyridin-2-yl H 3-417 2,2-difluoroethyl Meisoquinolin-3-yl H 3-418 2,2-difluoroethyl Me quinolin-2-yl H 3-4192,2-difiuoroethyl Me 5-Cl-pyridin-2-yl H 3-420 2,2-difluoroethyl Me5-Br-pyridin-2-yl H 3-421 Et Me 5-I-pyridin-2-yl H 3-422 Et Me5-I-pyrimidin-2-yl H 3-423 Et Cl 4-F-Ph H 3-424 Et Cl 3-pyridyl H 3-425Et Cl 5-Cl-pyridin-2-yl H 3-426 Et Cl 5-Br-pyridin-2-yl H 3-427 Et Cl5-F-pyridin-2-yl H 3-428 Et Cl 5-I-pyridin-2-yl H 3-429 Et Cl5-Me-pyridin-2-yl H 3-430 Et Cl 6-Me-pyridin-3-yl H 3-431 Et Cl4-Me-pyridin-2-yl H 3-432 Et Cl 4-F-pyridin-2-yl H 3-433 Et Cl4-Cl-pyridin-2-yl H 3-434 Et Cl 4-Br-pyridin-2-yl H 3-435 Et Cl4-OMe-pyridin-2-yl H 3-436 Et Cl 2-pyrimidinyl H 3-437 Et Cl5-F-pyrimidin-2-yl H 3-438 Et Cl 5-Cl-pyrimidin-2-yl H 3-439 Et Cl5-Br-pyrimidin-2-yl H 3-440 Et Cl 5-l-pyrimidin-2-yl H 3-441 Et Cl5-Me-pyrimidin-2-yl H 3-442 Et Cl 5-Me-pyrazin-2-yl H 3-443 Et Cl2-pyrazinyl H 3-444 Et Cl isoquinolin-3-yl H 3-445 Et Cl quinolin-2-yl H3-446 Et Cl 1,3-benzothiazol-2-yl H 3-447 Et Cl7-Cl-1,3-benzothiazol-2-yl H 3-448 Et Cl 2-thiazolyl H 3-449 Et Cl5-Br-thiazol-2-yl H 3-450 Et Cl 5-Me-thiazol-2-yl H 3-451 Et Cl5-Cl-thiazol-2-yl H 3-452 Et Cl 2-thienyl H 3-453 Et Cl 3-Me-2-thienyl H3-454 Et Cl 4-Me-2-thienyl H 3-455 Et Cl 5-Br-2-thienyl H 3-456 Et Cl5-Cl-2-thienyl H 3-457 Et Me 3-Br-Ph H 3-458 Et Me 4-thiazolyl H 3-459cyclopropylmethyl Me 4-thiazolyl H 3-460 prop-2-yn-1-yl Me 4-thiazolyl H3-461 but-2-yn-1-yl Me 4-thiazolyl H 3-462 but-3-yn-2-yl Me 4-thiazolylH 3-463 Pr Me 4-thiazolyl H 3-464 iPr Me 4-thiazolyl H 3-465 CH₂Ph Me4-thiazolyl H 3-466 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 4-thiazoiyl H3-467 (1-methylcyclopropyl)methyl Me 4-thiazolyl H 3-4684-chlorobut-2-yn-1-yl Me 4-thiazolyl H 3-469(2,2-dichlorocyclopropyl)methyl Me 4-thiazolyl H 3-4701-methylprop-2-yn-1-yl Me 4-thiazoiyl H 3-471 1-cyclopropylethyl Me4-thiazolyl H 3-472 allyl Me 4-thiazolyl H 3-473 3-methylbut-2-en-1-ylMe 4-thiazolyl H 3-474 cyclobutylmethyl Me 4-thiazolyl H 3-475cyclopentylmethyl Me 4-thiazolyl H 3-476 2-chloroprop-2-en-1-yl Me4-thiazolyl H 3-477 tetrahydrofuran-2-ylmethyl Me 4-thiazolyl H 3-478(3-methyloxetan-3-yl)methyl Me 4-thiazolyl H 3-479 2,2,2-trifluoroethylMe 4-thiazolyl H 3-480 2,2-difluoroethyl Me 4-thiazolyl H 3-481oxetan-3-yl Me 4-thiazolyl H 3-482 cyclopropylmethyl Me 3-Br-Ph H 3-483prop-2-yn-1-yl Me 3-Br-Ph H 3-484 but-2-yn-1-yl Me 3-Br-Ph H 3-485but-3-yn-2-yl Me 3-Br-Ph H 3-486 Pr Me 3-Br-Ph H 3-487 iPr Me 3-Br-Ph H3-488 CH₂Ph Me 3-Br-Ph H 3-489 3,3-dichloro-2-fluoroprop-2-en-1-yl Me3-Br-Ph H 3-490 (1-methylcyclopropyl)methyl Me 3-Br-Ph H 3-4914-chlorobut-2-yn-1-yl Me 3-Br-Ph H 3-492 (2,2-dichlorocyclopropyl)methylMe 3-Br-Ph H 3-493 1-methylprop-2-yn-1-yl Me 3-Br-Ph H 3-4941-cyclopropylethyl Me 3-Br-Ph H 3-495 allyl Me 3-Br-Ph H 3-4963-methylbut-2-en-1-yl Me 3-Br-Ph H 3-497 cyclobutylmethyl Me 3-Br-Ph H3-498 cyclopentylmethyl Me 3-Br-Ph H 3-499 2-chloroprop-2-en-1-yl Me3-Br-Ph H 3-500 tetrahydrofuran-2-ylmethyl Me 3-Br-Ph H 3-501(3-methyloxetan-3-yl)methyl Me 3-Br-Ph H 3-502 2,2,2-trifluoroethyl Me3-Br-Ph H 3-503 2,2-difluoroethyl Me 3-Br-Ph H 3-504 oxetan-3-yl Me3-Br-Ph H 3-505 Et Me 2-Cl-thiazol-4-yl H 3-506 cyclopropylmethyl Me2-Cl-thiazol-4-yl H 3-507 prop-2-yn-1-yl Me 2-Cl-thiazol-4-yl H 3-508but-2-yn-1-yl Me 2-Cl-thiazol-4-yl H 3-509 but-3-yn-2-yl Me2-Cl-thiazol-4-yl H 3-510 Pr Me 2-Cl-thiazol-4-yl H 3-511 iPr Me2-Cl-thiazol-4-yl H 3-512 CH₂Ph Me 2-Cl-thiazol-4-yl H 3-5133,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-Cl-thiazol-4-yl H 3-514(1-methylcyclopropyl)methyl Me 2-Cl-thiazol-4-yl H 3-5154-chlorobut-2-yn-1-yl Me 2-Cl-thiazol-4-yl H 3-516(2,2-dichlorocyclopropyl)methyl Me 2-Cl-thiazol-4-yl H 3-5171-methylprop-2-yn-1-yl Me 2-Cl-thiazol-4-yl H 3-518 1-cyclopropylethylMe 2-Cl-thiazol-4-yl H 3-519 allyl Me 2-Cl-thiazol-4-yl H 3-5203-methylbut-2-en-1-yl Me 2-Cl-thiazol-4-yl H 3-521 cyclobutylmethyl Me2-Cl-thiazol-4-yl H 3-522 cyclopentylmethyl Me 2-Cl-thiazol-4-yl H 3-5232-chloroprop-2-en-1-yl Me 2-Cl-thiazol-4-yl H 3-524tetrahydrofuran-2-ylmethyl Me 2-Cl-thiazol-4-yl H 3-525(3-methyloxetan-3-yl)methyl Me 2-Cl-thiazol-4-yl H 3-5262,2,2-trifluoroethyl Me 2-Cl-thiazol-4-yl H 3-527 2,2-difluoroethyl Me2-Cl-thiazol-4-yl H 3-528 oxetan-3-yl Me 2-Cl-thiazol-4-yl H 3-529 Et Me2-Br-thiazol-4-yl H 3-530 cyclopropylmethyl Me 2-Br-thiazol-4-yl H 3-531prop-2-yn-1-yl Me 2-Br-thiazol-4-yl H 3-532 but-2-yn-1-yl Me2-Br-thiazol-4-yl H 3-533 but-3-yn-2-yl Me 2-Br-thiazol-4-yl H 3-534 PrMe 2-Br-thiazol-4-yl H 3-535 iPr Me 2-Br-thiazol-4-yl H 3-536 CH₂Ph Me2-Br-thiazol-4-yl H 3-537 3,3-dichloro-2-fluoroprop-2-en-1-yl Me2-Br-thiazol-4-yl H 3-538 (1-methylcyclopropyl)methyl Me2-Br-thiazol-4-yl H 3-539 4-chlorobut-2-yn-1-yl Me 2-Br-thiazol-4-yl H3-540 (2,2-dichlorocyclopropyl)methyl Me 2-Br-thiazol-4-yl H 3-5411-methylprop-2-yn-1-yl Me 2-Br-thiazol-4-yl H 3-542 1-cyclopropylethylMe 2-Br-thiazol-4-yl H 3-543 allyl Me 2-Br-thiazol-4-yl H 3-5443-methylbut-2-en-1-yl Me 2-Br-thiazol-4-yl H 3-545 cyclobutylmethyl Me2-Br-thiazol-4-yl H 3-546 cyclopentylmethyl Me 2-Br-thiazol-4-yl H 3-5472-chloroprop-2-en-1-yl Me 2-Br-thiazol-4-yl H 3-548tetrahydrofuran-2-ylmethyl Me 2-Br-thiazol-4-yl H 3-549(3-methyloxetan-3-yl)methyl Me 2-Br-thiazol-4-yl H 3-5502,2,2-trifluoroethyl Me 2-Br-thiazol-4-yl H 3-551 2,2-difluoroethyl Me2-Br-thiazol-4-yl H 3-552 oxetan-3-yl Me 2-Br-thiazol-4-yl H 3-553cyclopropylmethyl Me 5-Br-thiazol-2-yl H 3-554 prop-2-yn-1-yl Me5-Br-thiazol-2-yl H 3-555 but-2-yn-1-yl Me 5-Br-thiazol-2-yl H 3-556but-3-yn-2-yl Me 5-Br-thiazol-2-yl H 3-557 Pr Me 5-Br-thiazol-2-yl H3-558 iPr Me 5-Br-thiazol-2-yl H 3-559 CH₂Ph Me 5-Br-thiazol-2-yl H3-560 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 5-Br-thiazol-2-yl H 3-561(1-methylcyclopropyl)methyl Me 5-Br-thiazol-2-yl H 3-5624-chlorobut-2-yn-1-yl Me 5-Br-thiazol-2-yl H 3-563(2,2-dichlorocyclopropyl)methyl Me 5-Br-thiazol-2-yl H 3-5641-methylprop-2-yn-1-yl Me 5-Br-thiazol-2-yl H 3-565 1-cyclopropylethylMe 5-Br-thiazol-2-yl H 3-566 allyl Me 5-Br-thiazol-2-yl H 3-5673-methylbut-2-en-1-yl Me 5-Br-thiazol-2-yl H 3-568 cyclobutylmethyl Me5-Br-thiazol-2-yl H 3-569 cyclopentylmethyl Me 5-Br-thiazol-2-yl H 3-5702-chloroprop-2-en-1-yl Me 5-Br-thiazol-2-yl H 3-571tetrahydrofuran-2-ylmethyl Me 5-Br-thiazol-2-yl H 3-572(3-methyloxetan-3-yl)methyl Me 5-Br-thiazol-2-yl H 3-5732,2,2-trifluoroethyl Me 5-Br-thiazol-2-yl H 3-574 2,2-difluoroethyl Me5-Br-thiazol-2-yl H 3-575 oxetan-3-yl Me 5-Br-thiazol-2-yl H 3-576cyclopropylmethyl Me 5-Cl-thiazol-2-yl H 3-577 prop-2-yn-1-yl Me5-Cl-thiazol-2-yl H 3-578 but-2-yn-1-yl Me 5-Cl-thiazol-2-yl H 3-579but-3-yn-2-yl Me 5-Cl-thiazol-2-yl H 3-580 Pr Me 5-Cl-thiazol-2-yl H3-581 iPr Me 5-Cl-thiazol-2-yl H 3-582 CH₂Ph Me 5-Cl-thiazol-2-yl H3-583 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 5-Cl-thiazol-2-yl H 3-584(1-methylcyclopropyl)methyl Me 5-Cl-thiazol-2-yl H 3-5854-chlorobut-2-yn-1-yl Me 5-Cl-thiazol-2-yl H 3-586(2,2-dichlorocyclopropyl)methyl Me 5-Cl-thiazol-2-yl H 3-5871-methylprop-2-yn-1-yl Me 5-Cl-thiazol-2-yl H 3-588 1-cyclopropylethylMe 5-Cl-thiazol-2-yl H 3-589 allyl Me 5-Cl-thiazol-2-yl H 3-5903-methylbut-2-en-1-yl Me 5-Cl-thiazol-2-yl H 3-591 cyclobutylmethyl Me5-Cl-thiazol-2-yl H 3-592 cyclopentylmethyl Me 5-Cl-thiazol-2-yl H 3-5932-chloroprop-2-en-1-yl Me 5-Cl-thiazol-2-yl H 3-594tetrahydrofuran-2-ylmethyl Me 5-Cl-thiazol-2-yl H 3-595(3-methyloxetan-3-yl)methyl Me 5-Cl-thiazol-2-yl H 3-5962,2,2-trifluoroethyl Me 5-Cl-thiazol-2-yl H 3-597 2,2-difluoroethyl Me5-Cl-thiazol-2-yl H 3-598 oxetan-3-yl Me 5-Cl-thiazol-2-yl H 3-599 Et Me5-OSO₂Me-pyridin-2-yl H 3-600 cyclopropylmethyl Me 5-OSO₂Me-pyridin-2-ylH 3-601 prop-2-yn-1-yl Me 5-OSQ2Me-pyridin-2-yl H 3-602 but-3-yn-2-yl Me5-OSO₂Me-pyridin-2-yl H 3-603 iPr Me 5-OSO₂Me-pyridin-2-yl H 3-604 CH₂PhMe 5-OSO₂Me-pyridin-2-yl H 3-605 (2,2-dichlorocyclopropyl)methyl Me5-OSO₂Me-pyridin-2-yl H 3-606 allyl Me 5-OSO₂Me-pyridin-2-yl H 3-6072,2,2-trifluoroethyl Me 5-OSO₂Me-pyridin-2-yl H 3-608 2,2-difluoroethylMe 5-OSO₂Me-pyridin-2-yl H 3-609 oxetan-3-yl Me 5-OSO₂Me-pyridin-2-yl H3-610 Et Me 6-Cl-1,3-benzothiazol-2-yl H 3-611 cyclopropylmethyl Me6-Cl-1,3-benzothiazol-2-yl H 3-612 prop-2-yn-1-yl Me6-Cl-1,3-benzothiazol-2-yl H 3-613 but-3-yn-2-yl Me6-Cl-1,3-benzothiazol-2-yl H 3-614 iPr Me 6-Cl-1,3-benzothiazol-2-yl H3-615 CH₂Ph Me 6-Cl-1,3-benzothiazol-2-yl H 3-616(2,2-dichlorocyclopropyl)methyl Me 6-Cl-1, 3-benzothiazol-2-yl H 3-617allyl Me 6-Cl-1,3-benzothiazol-2-yl H 3-618 2,2,2-trifluoroethyl Me6-Cl-1,3-benzothiazol-2-yl H 3-619 2,2-difluoroethyl Me6-Cl-1,3-benzothiazol-2-yl H 3-620 oxetan-3-yl Me6-Cl-1,3-benzothiazol-2-yl H 3-621 Et Me 6-Br-1,3-benzothiazol-2-yl H3-622 cyclopropylmethyl Me 6-Br-1,3-benzothiazol-2-yl H 3-623prop-2-yn-1-yl Me 6-Br-1,3-benzothiazol-2-yl H 3-624 but-3-yn-2-yl Me6-Br-1,3-benzothiazol-2-yl H 3-625 iPr Me 6-Br-1,3-benzothiazol-2-yl H3-626 CH₂Ph Me 6-Br-1,3-benzothiazol-2-yl H 3-627(2,2-dichlorocyclopropyl)methyl Me 6-Br-1,3-benzothiazol-2-yl H 3-628allyl Me 6-Br-1,3-benzothiazol-2-yl H 3-629 2,2,2-trifluoroethyl Me6-Br-1,3-benzothiazol-2-yl H 3-630 2,2-difluoroethyl Me6-Br-1,3-benzothiazol-2-yl H 3-631 oxetan-3-yl Me6-Br-1,3-benzothiazol-2-yl H 3-632 Et Me 1,3-benzoxazol-2-yl H 3-633cyclopropylmethyl Me 1,3-benzoxazol-2-yl H 3-634 prop-2-yn-1-yl Me1,3-benzoxazol-2-yl H 3-635 but-3-yn-2-yl Me 1,3-benzoxazol-2-yl H 3-636iPr Me 1,3-benzoxazol-2-yl H 3-637 CH₂Ph Me 1,3-benzoxazol-2-yl H 3-638(2,2-dichlorocyclopropyl) methyl Me 1,3-benzoxazol-2-yl H 3-639 allyl Me1,3-benzoxazol-2-yl H 3-640 2,2,2-trifluoroethyl Me 1,3-benzoxazol-2-ylH 3-641 2,2-difluoroethyl Me 1,3-benzoxazol-2-yl H 3-642 oxetan-3-yl Me1,3-benzoxazol-2-yl H 3-643 Et Me 6-Cl-1,3-benzoxazol-2-yl H 3-644cyclopropylmethyl Me 6-Cl-1,3-benzoxazol-2-yl H 3-645 prop-2-yn-1-yl Me6-Cl-1,3-benzoxazol-2-yl H 3-646 but-3-yn-2-yl Me6-Cl-1,3-benzoxazol-2-yl H 3-647 iPr Me 6-Cl-1,3-benzoxazol-2-yl H 3-648CH₂Ph Me 6-Cl-1,3-benzoxazol-2-yl H 3-649(2,2-dichlorocyclopropyl)methyl Me 6-Cl-1,3-benzoxazol-2-yl H 3-650allyl Me 6-Cl-1,3-benzoxazol-2-yl H 3-651 2,2,2-trifluoroethyl Me6-Cl-1,3-benzoxazol-2-yl H 3-652 2,2-difluoroethyl Me6-Cl-1,3-benzoxazol-2-yl H 3-653 oxetan-3-yl Me 6-Cl-1,3-benzoxazol-2-ylH 3-654 Et Me 6-Br-1,3-benzoxazol-2-yl H 3-655 cyclopropylmethyl Me6-Br-1,3-benzoxazol-2-yl H 3-656 prop-2-yn-1-yl Me6-Br-1,3-benzoxazol-2-yl H 3-657 but-3-yn-2-yl Me6-Br-1,3-benzoxazol-2-yl H 3-658 iPr Me 6-Br-1,3-benzoxazol-2-yl H 3-659CH₂Ph Me 6-Br-1,3-benzoxazol-2-yl H 3-660(2,2-dichlorocyclopropyl)methyl Me 6-Br-1,3-benzoxazol-2-yl H 3-661allyl Me 6-Br-1,3-benzoxazol-2-yl H 3-662 2,2,2-trifluoroethyl Me6-Br-1,3-benzoxazol-2-yl H 3-663 2,2-difluoroethyl Me6-Br-1,3-benzoxazol-2-yl H 3-664 oxetan-3-yl Me 6-Br-1,3-benzoxazol-2-ylH 3-665 Et Me 7-Cl-1,3-benzoxazol-2-yl H 3-666 cyclopropylmethyl Me7-Cl-1,3-benzoxazol-2-yl H 3-667 prop-2-yn-1-yl Me7-Cl-1,3-benzoxazol-2-yl H 3-668 but-3-yn-2-yl Me7-Cl-1,3-benzoxazol-2-yl H 3-669 iPr Me 7-Cl-1,3-benzoxazol-2-yl H 3-670CH₂Ph Me 7-Cl-1,3-benzoxazol-2-yl H 3-671(2,2-dichlorocyclopropyl)methyl Me 7-Cl-1,3-benzoxazol-2-yl H 3-672allyl Me 7-Cl-1,3-benzoxazol-2-yl H 3-673 2,2,2-trifluoroethyl Me7-Cl-1,3-benzoxazol-2-yl H 3-674 2,2-difluoroethyl Me7-Cl-1,3-benzoxazol-2-yl H 3-675 oxetan-3-yl Me 7-Cl-1,3-benzoxazol-2-ylH 3-676 cyclopropylmethyl Me 5-I-pyridin-2-yl H 3-677 prop-2-yn-1-yl Me5-I-pyridin-2-yl H 3-678 but-3-yn-2-yl Me 5-I-pyridin-2-yl H 3-679 iPrMe 5-I-pyridin-2-yl H 3-680 CH₂Ph Me 5-I-pyridin-2-yl H 3-681(2,2-dichlorocyclopropyl)methyl Me 5-I-pyrid in-2-yl H 3-682 allyl Me5-I-pyridin-2-yl H 3-683 2,2,2-trifluoroethyl Me 5-I-pyridin-2-yl H3-684 2,2-difluoroethyl Me 5-I-pyridin-2-yl H 3-685 oxetan-3-yl Me5-I-pyridin-2-yl H 3-686 Et Me 5-NH₂-pyridin-2-yl H 3-687cyclopropylmethyl Me 5-NH₂-pyridin-2-yl H 3-688 prop-2-yn-1-yl Me5-NH₂-pyridin-2-yl H 3-689 CH₂Ph Me 5-NH₂-pyridin-2-yl H 3-690(2,2-dichlorocyclopropyl)methyl Me 5-NH₂-pyridin-2-yl H 3-6912,2,2-trifluoroethyl Me 5-NH₂-pyridin-2-yl H 3-692 2,2-difluoroethyl Me5-NH₂-pyridin-2-yl H 3-693 oxetan-3-yl Me 5-NH₂-pyridin-2-yl H 3-694 EtMe 5-OH-pyridin-2-yl H 3-695 cyclopropylmethyl Me 5-OH-pyridin-2-yl H3-696 prop-2-yn-1-yl Me 5-OH-pyridin-2-yl H 3-697 CH₂Ph Me5-OH-pyridin-2-yl H 3-698 (2,2-dichlorocyclopropyl)methyl Me5-OH-pyridin-2-yl H 3-699 2,2,2-trifluoroethyl Me 5-OH-pyridin-2-yl H3-700 2,2-difluoroethyl Me 5-OH-pyridin-2-yl H 3-701 oxetan-3-yl Me5-OH-pyridin-2-yl H 3-702 Et Me 5-OCHF₂-pyridin-2-yl H 3-703cyclopropylmethyl Me 5-OCHF₂-pyridin-2-yl H 3-704 prop-2-yn-1-yl Me5-OCHF₂-pyridin-2-yl H 3-705 CH₂Ph Me 5-OCHF₂-pyridin-2-yl H 3-706(2,2-dichlorocyclopropyl)methyl Me 5-OCHF₂-pyridin-2-yl H 3-7072,2,2-trifluoroethyl Me 5-OCHF₂-pyridin-2-yl H 3-708 2,2-difluoroethylMe 5-OCHF₂-pyridin-2-yl H 3-709 oxetan-3-yl Me 5-OCHF₂-pyridin-2-yl H3-710 Et Me 5-MeO-pyridin-2-yl H 3-711 cyclopropylmethyl Me5-MeO-pyridin-2-yl H 3-712 prop-2-yn-1-yl Me 5-MeO-pyridin-2-yl H 3-713CH₂Ph Me 5-MeO-pyridin-2-yl H 3-714 (2,2-dichlorocyclopropyl)methyl Me5-MeO-pyridin-2-yl H 3-715 2,2,2-trifluoroethyl Me 5-MeO-pyridin-2-yl H3-716 2,2-difluoroethyl Me 5-MeO-pyridin-2-yl H 3-717 oxetan-3-yl Me5-MeO-pyridin-2-yl H 3-718 Et Me 5-MeS-pyridin-2-yl H 3-719cyclopropylmethyl Me 5-MeS-pyridin-2-yl H 3-720 prop-2-yn-1-yl Me5-MeS-pyridin-2-yl H 3-721 CH₂Ph Me 5-MeS-pyridin-2-yl H 3-722(2,2-dichlorocyclopropyl)methyl Me 5-MeS-pyridin-2-yl H 3-723 22,2-trifluoroethyl Me 5-MeS-pyrid in-2-yl H 3-724 2,2-difluoroethyl Me5-MeS-pyridin-2-yl H 3-725 oxetan-3-yl Me 5-MeS-pyridin-2-yl H 3-726 EtMe 5-NHMe-pyridin-2-yl H 3-727 cyclopropylmethyl Me 5-NHMe-pyridin-2-ylH 3-728 prop-2-yn-1-yl Me 5-NHMe-pyridin-2-yl H 3-729 CH₂Ph Me5-NHMe-pyridin-2-yl H 3-730 (2,2-dichlorocyclopropyl)methyl Me5-NHMe-pyridin-2-yl H 3-731 2,2,2-trifluoroethyl Me 5-NHMe-pyridin-2-ylH 3-732 2,2-difluoroethyl Me 5-NHMe-pyridin-2-yl H 3-733 oxetan-3-yl Me5-NHMe-pyridin-2-yl H 3-734 Et Me 5-NMe₂-pyridin-2-yl H 3-735cyclopropylmethyl Me 5-NMe₂-pyridin-2-yl H 3-736 prop-2-yn-1-yl Me5-NMe₂-pyridin-2-yl H 3-737 CH₂Ph Me 5-NMe₂-pyridin-2-yl H 3-738(2,2-dichlorocyclopropyl)methyl Me 5-NMe₂-pyridin-2-yl H 3-7392,2,2-trifluoroethyl Me 5-NMe₂-pyridin-2-yl H 3-740 2,2-difluoroethyl Me5-NMe₂-pyridin-2-yl H 3-741 oxetan-3-yl Me 5-NMe₂-pyridin-2-yl H 3-7423-hydroxybut-2-yl Me 4-Cl-Ph H 3-743 3-hydroxybut-2-yl Me 4-Br-Ph H3-744 3-hydroxybut-2-yl Me 5-Cl-pyridin-2-yl H 3-745 3-hydroxybut-2-ylMe 5-Br-pyridin-2-yl H 3-746 3-hydroxybut-2-yl Me 5-Cl-2-thienyl H 3-7473-hydroxybut-2-yl Me 5-Br-2-thienyl H 3-748 3-ethylpent-1-yn-3-yl Me4-Cl-Ph H 3-749 3-ethylpent-1-yn-3-yl Me 4-Br-Ph H 3-7503-ethylpent-1-yn-3-yl Me 5-Cl-pyridin-2-yl H 3-751 3-ethylpent-1-yn-3-ylMe 5-Br-pyridin-2-yl H 3-752 3-ethylpent-1-yn-3-yl Me 5-Cl-2-thienyl H3-753 3-ethylpent-1-yn-3-yl Me 5-Br-2-thienyl H 3-754 difluoromethyl Me4-Cl-Ph H 3-755 difluoromethyl Me 4-Br-Ph H 3-756 difluoromethyl Me5-Cl-pyridin-2-yl H 3-757 difluoromethyl Me 5-Br-pyridin-2-yl H 3-758difluoromethyl Me 5-Cl-2-thienyl H 3-759 difluoromethyl Me5-Br-2-thienyl H 3-760 2,2,3,3-tetrafluoropropyl Me 4-Cl-Ph H 3-7612,2,3,3-tetrafluoropropyl Me 4-Br-Ph H 3-762 2,2,3,3-tetrafluoropropylMe 5-Cl-pyridin-2-yl H 3-763 2,2,3,3-tetrafluoropropyl Me5-Br-pyridin-2-yl H 3-764 2,2,3,3-tetrafluoropropyl Me 5-Cl-2-thienyl H3-765 2,2,3,3-tetrafluoropropyl Me 5-Br-2-thienyl H 3-7664,4,4-trifluorobutyl Me 4-Cl-Ph H 3-767 4,4,4-trifluorobutyl Me 4-Br-PhH 3-768 4,4,4-trifluorobutyl Me 5-Cl-pyridin-2-yl H 3-7694,4,4-trifluorobutyl Me 5-Br-pyridin-2-yl H 3-770 4,4,4-trifluorobutylMe 5-Cl-2-thienyl H 3-771 4,4,4-trifluorobutyl Me 5-Br-2-thienyl H 3-772acetoxymethyl Me 4-Cl-Ph H 3-773 acetoxymethyl Me 4-Br-Ph H 3-774acetoxymethyl Me 5-Cl-pyridin-2-yl H 3-775 acetoxymethyl Me5-Br-pyridin-2-yl H 3-776 acetoxymethyl Me 5-Cl-2-thienyl H 3-777acetoxymethyl Me 5-Br-2-thienyl H 3-778 2-chloroethyl Me 4-Cl-Ph H 3-7792-chloroethyl Me 4-Br-Ph H 3-780 2-chloroethyl Me 5-Cl-pyridin-2-yl H3-781 2-chloroethyl Me 5-Br-pyridin-2-yl H 3-782 2-chloroethyl Me5-Cl-2-thienyl H 3-783 2-chloroethyl Me 5-Br-2-thienyl H 3-7843-fluoropropyl Me 4-Cl-Ph H 3-785 3-fluoropropyl Me 4-Br-Ph H 3-7863-fluoropropyl Me 5-Cl-pyridin-2-yl H 3-787 3-fluoropropyl Me5-Br-pyridin-2-yl H 3-788 3-fluoropropyl Me 5-Cl-2-thienyl H 3-7893-fluoropropyl Me 5-Br-2-thienyl H 3-790 2-ethoxyethyl Me 4-Cl-Ph H3-791 2-ethoxyethyl Me 4-Br-Ph H 3-792 2-ethoxyethyl Me5-Cl-pyridin-2-yl H 3-793 2-ethoxyethyl Me 5-Br-pyridin-2-yl H 3-7942-ethoxyethyl Me 5-Cl-2-thienyl H 3-795 2-ethoxyethyl Me 5-Br-2-thienylH 3-796 2-propan-1-ol Me 4-Cl-Ph H 3-797 2-propan-1-ol Me 4-Br-Ph H3-798 1-hydroxyprop-2-yl Me 5-Cl-pyridin-2-yl H 3-799 1-hydroxyprop-2-ylMe 5-Br-pyridin-2-yl H 3-800 1-hydroxyprop-2-yl Me 5-Cl-2-thienyl H3-801 1-hydroxyprop-2-yl Me 5-Br-2-thienyl H 3-802 2-methoxybut-1-yl Me4-Cl-Ph H 3-803 2-methoxybut-1-yl Me 4-Br-Ph H 3-804 2-methoxybut-1-ylMe 5-Cl-pyridin-2-yl H 3-805 2-methoxybut-1-yl Me 5-Br-pyridin-2-yl H3-806 2-methoxybut-1-yl Me 5-Cl-2-thienyl H 3-807 2-methoxybut-1-yl Me5-Br-2-thienyl H 3-808 1,3-difluoropropan-2-yl Me 4-Cl-Ph H 3-8091,3-difluoropropan-2-yl Me 4-Br-Ph H 3-810 1,3-difiuoropropan-2-yl Me5-Cl-pyridin-2-yl H 3-811 1,3-difiuoropropan-2-yl Me 5-Br-pyridin-2-yl H3-812 1,3-difluoropropan-2-yl Me 5-Cl-2-thienyl H 3-8131,3-difluoropropan-2-yl Me 5-Br-2-thienyl H 3-814 2,3-dimethoxypropyl Me4-Cl-Ph H 3-815 2,3-dimethoxypropyl Me 4-Br-Ph H 3-8162,3-dimethoxypropyl Me 5-Cl-pyridin-2-yl H 3-817 2,3-dimethoxypropyl Me5-Br-pyridin-2-yl H 3-818 2,3-dimethoxypropyl Me 5-Cl-2-thienyl H 3-8192,3-dimethoxypropyl Me 5-Br-2-thienyl H 3-820 1,3-dioxolan-4-ylmethyl Me4-Cl-Ph H 3-821 1,3-dioxolan-4-ylmethyl Me 4-Br-Ph H 3-8221,3-dioxolan-4-ylmethyl Me 5-Cl-pyridin-2-yl H 3-8231,3-dioxolan-4-ylmethyl Me 5-Br-pyridin-2-yl H 3-8241,3-dioxolan-4-ylmethyl Me 5-Cl-2-thienyl H 3-8251,3-dioxolan-4-ylmethyl Me 5-Br-2-thienyl H 3-8261,1,1,4,4,4-hexafluorobutan-2-yl Me 4-Cl-Ph H 3-8271,1,1,4,4,4-hexafluorobutan-2-yl Me 4-Br-Ph H 3-8281,1,1,4,4,4-hexafluorobutan-2-yl Me 5-Cl-pyridin-2-yl H 3-8291,1,1,4,4,4-hexafluorobutan-2-yl Me 5-Br-pyridin-2-yl H 3-8301,1,1,4,4,4-hexafluorobutan-2-yl Me 5-Cl-2-thienyl H 3-8311,1,1,4,4,4-hexafluorobutan-2-yl Me 5-Br-2-thienyl H 3-8321,1-difiuoropropan-2-yl Me 4-Cl-Ph H 3-833 1,1-difluoropropan-2-yl Me4-Br-Ph H 3-834 1,1-difluoropropan-2-yl Me 5-Cl-pyridin-2-yl H 3-8351,1-difluoropropan-2-yl Me 5-Br-pyridin-2-yl H 3-8361,1-difluoropropan-2-yl Me 5-Cl-2-thienyl H 3-8371,1-difluoropropan-2-yl Me 5-Br-2-thienyl H 3-838 1-fluoropropan-2-yl Me4-Cl-Ph H 3-839 1-fluoropropan-2-yl Me 4-Br-Ph H 3-8401-fluoropropan-2-yl Me 5-Cl-pyridin-2-yl H 3-841 1-fluoropropan-2-yl Me5-Br-pyridin-2-yl H 3-842 1-fluoropropan-2-yl Me 5-Cl-2-thienyl H 3-8431-fluoropropan-2-yl Me 5-Br-2-thienyl H 3-844 1-bromopropan-2-yl Me4-Cl-Ph H 3-845 1-bromopropan-2-yl Me 4-Br-Ph H 3-846 1-bromopropan-2-ylMe 5-Cl-pyridin-2-yl H 3-847 1-bromopropan-2-yl Me 5-Br-pyridin-2-yl H3-848 1-bromopropan-2-yl Me 5-Cl-2-thienyl H 3-849 1-bromopropan-2-yl Me5-Br-2-thienyl H 3-850 1-chloropropan-2-yl Me 4-Cl-Ph H 3-8511-chloropropan-2-yl Me 4-Br-Ph H 3-852 1-chloropropan-2-yl Me5-Cl-pyridin-2-yl H 3-853 1-chloropropan-2-yl Me 5-Br-pyridin-2-yl H3-854 1-chloropropan-2-yl Me 5-Cl-2-thienyl H 3-855 1-chloropropan-2-ylMe 5-Br-2-thienyl H 3-856 2-isopropoxyethyl Me 4-Cl-Ph H 3-8572-isopropoxyethyl Me 4-Br-Ph H 3-858 2-isopropoxyethyl Me5-Cl-pyridin-2-yl H 3-859 2-isopropoxyethyl Me 5-Br-pyridin-2-yl H 3-8602-isopropoxyethyl Me 5-Cl-2-thienyl H 3-861 2-isopropoxyethyl Me5-Br-2-thienyl H 3-862 tetrahydrofuran-3-yl Me 4-Cl-Ph H 3-863tetrahydrofuran-3-yl Me 4-Br-Ph H 3-864 tetrahydrofuran-3-yl Me5-Cl-pyridin-2-yl H 3-865 tetrahydrofuran-3-yl Me 5-Br-pyridin-2-yl H3-866 tetrahydrofuran-3-yl Me 5-Cl-2-thienyl H 3-867tetrahydrofuran-3-yl Me 5-Br-2-thienyl H 3-8682-(2,2,2-trifluoroethoxy)ethyl Me 4-Cl-Ph H 3-8692-(2,2,2-trifluoroethoxy)ethyl Me 4-Br-Ph H 3-8702-(2,2,2-trifluoroethoxy)ethyl Me 5-Cl-pyridin-2-yl H 3-8712-(2,2,2-trifluoroethoxy)ethyl Me 5-Br-pyridin-2-yl H 3-8722-(2,2,2-trifluoroethoxy)ethyl Me 5-Cl-2-thienyl H 3-8732-(2,2,2-trifluoroethoxy)ethyl Me 5-Br-2-thienyl H 3-874(3,3,4,4,4-pentafluorobutan-2-yl Me 4-Cl-Ph H 3-875(3,3,4,4,4-pentafluorobutan-2-yl Me 4-Br-Ph H 3-876(3,3,4,4,4-pentafluorobutan-2-yl Me 5-Cl-pyridin-2-yl H 3-877(3,3,4,4,4-pentafluorobutan-2-yl Me 5-Br-pyridin-2-yl H 3-878(3,3,4,4,4-pentafluorobutan-2-yl Me 5-Cl-2-thienyl H 3-879(3,3,4,4,4-pentafluorobutan-2-yl Me 5-Br-2-thienyl H 3-8801-(N,N-dimethylaminocarbonyl)eth- Me 4-Cl-Ph H 1-yl 3-8811-(N,N-dimethylaminocarbonyl)eth- Me 4-Br-Ph H 1-yl 3-8821-(N,N-dimethylaminocarbonyl)eth- Me 5-Cl-pyridin-2-yl H 1-yl 3-8831-(N,N-dimethylaminocarbonyl)eth- Me 5-Br-pyridin-2-yl H 1-yl 3-8841-(N,N-dimethylaminocarbonyl)eth- Me 5-Cl-2-thienyl H 1-yl 3-8851-(N,N-dimethylaminocarbonyl)eth- Me 5-Br-2-thienyl H 1-yl 3-886(1,3-dioxan-2-yl)methyl Me 4-Cl-Ph H 3-887 (1,3-dioxan-2-yl)methyl Me4-Br-Ph H 3-888 (1,3-dioxan-2-yl)methyl Me 5-Cl-pyridin-2-yl H 3-889(1,3-dioxan-2-yl)methyl Me 5-Br-pyridin-2-yl H 3-890(1,3-dioxan-2-yl)methyl Me 5-Cl-2-thienyl H 3-891(1,3-dioxan-2-yl)methyl Me 5-Br-2-thienyl H 3-8921,1,1-trifluorobutan-2-yl Me 4-Cl-Ph H 3-893 1,1,1-trifluorobutan-2-ylMe 4-Br-Ph H 3-894 1,1,1-trifluorobutan-2-yl Me 5-Cl-pyridin-2-yl H3-895 1,1,1-trifluorobutan-2-yl Me 5-Br-pyridin-2-yl H 3-8961,1,1-trifluorobutan-2-yl Me 5-Cl-2-thienyl H 3-8971,1,1-trifluorobutan-2-yl Me 5-Br-2-thienyl H 3-8982-(but-2-ylideneaminooxy)eth-1-yl Me 4-Cl-Ph H 3-8992-(but-2-ylideneaminooxy)eth-1-yl Me 4-Br-Ph H 3-9002-(but-2-ylideneaminooxy)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-9012-(but-2-ylideneaminooxy)eth-1-yl Me 5-Br-pyridin-2-yl H 3-9022-(but-2-ylideneaminooxy)eth-1-yl Me 5-Cl-2-thienyl H 3-9032-(but-2-ylideneaminooxy)eth-1-yl Me 5-Br-2-thienyl H 3-904oxetan-2-ylmethyl Me 4-Cl-Ph H 3-905 oxetan-2-ylmethyl Me 4-Br-Ph H3-906 oxetan-2-ylmethyl Me 5-Cl-pyridin-2-yl H 3-907 oxetan-2-ylmethylMe 5-Br-pyridin-2-yl H 3-908 oxetan-2-ylmethyl Me 5-Cl-2-thienyl H 3-909oxetan-2-ylmethyl Me 5-Br-2-thienyl H 3-910 2,2-dimethoxyethyl Me4-Cl-Ph H 3-911 2,2-dimethoxyethyl Me 4-Br-Ph H 3-912 2,2-dimethoxyethylMe 5-Cl-pyridin-2-yl H 3-913 2,2-dimethoxyethyl Me 5-Br-pyridin-2-yl H3-914 2,2-dimethoxyethyl Me 5-Cl-2-thienyl H 3-915 2,2-dimethoxyethyl Me5-Br-2-thienyl H 3-916 1-chloropropyl Me 4-Cl-Ph H 3-917 1-chloropropylMe 4-Br-Ph H 3-918 1 -chloropropyl Me 5-Cl-pyridin-2-yl H 3-9191-chloropropyl Me 5-Br-pyridin-2-yl H 3-920 1-chloropropyl Me5-Cl-2-thienyl H 3-921 1-chloropropyl Me 5-Br-2-thienyl H 3-9224-chlorobutan-2-yl Me 4-Cl-Ph H 3-923 4-chlorobutan-2-yl Me 4-Br-Ph H3-924 4-chlorobutan-2-yl Me 5-Cl-pyridin-2-yl H 3-925 4-chlorobutan-2-ylMe 5-Br-pyridin-2-yl H 3-926 4-chlorobutan-2-yl Me 5-Cl-2-thienyl H3-927 4-chlorobutan-2-yl Me 5-Br-2-thienyl H 3-928 3-chloropropan-2-ylMe 4-Cl-Ph H 3-929 3-chloropropan-2-yl Me 4-Br-Ph H 3-9303-chloropropan-2-yl Me 5-Cl-pyridin-2-yl H 3-931 3-chloropropan-2-yl Me5-Br-pyridin-2-yl H 3-932 3-chloropropan-2-yl Me 5-Cl-2-thienyl H 3-9333-chloropropan-2-yl Me 5-Br-2-thienyl H 3-934 2-(2-chloroethoxy)ethyl Me4-Cl-Ph H 3-935 2-(2-chloroethoxy)ethyl Me 4-Br-Ph H 3-9362-(2-chloroethoxy)ethyl Me 5-Cl-pyridin-2-yl H 3-9372-(2-chloroethoxy)ethyl Me 5-Br-pyridin-2-yl H 3-9382-(2-chloroethoxy)ethyl Me 5-Cl-2-thienyl H 3-9392-(2-chloroethoxy)ethyl Me 5-Br-2-thienyl H 3-940 2,2-dichloroethyl Me4-Cl-Ph H 3-941 2,2-dichloroethyl Me 4-Br-Ph H 3-942 2,2-dichloroethylMe 5-Cl-pyridin-2-yl H 3-943 2,2-dichloroethyl Me 5-Br-pyridin-2-yl H3-944 2,2-dichloroethyl Me 5-Cl-2-thienyl H 3-945 2,2-dichloroethyl Me5-Br-2-thienyl H 3-946 2,3-dichloropropyl Me 4-Cl-Ph H 3-9472,3-dichloropropyl Me 4-Br-Ph H 3-948 2,3-dichloropropyl Me5-Cl-pyridin-2-yl H 3-949 2,3-dichloropropyl Me 5-Br-pyridin-2-yl H3-950 2,3-dichloropropyl Me 5-Cl-2-thienyl H 3-951 2,3-dichloropropyl Me5-Br-2-thienyl H 3-952 1,3-dichloroprop-2-yl Me 4-Cl-Ph H 3-9531,3-dichloroprop-2-yl Me 4-Br-Ph H 3-954 1,3-dichloroprop-2-yl Me5-Cl-pyridin-2-yl H 3-955 1,3-dichloroprop-2-yl Me 5-Br-pyridin-2-yl H3-956 1,3-dichloroprop-2-yl Me 5-Cl-2-thienyl H 3-9571,3-dichloroprop-2-yl Me 5-Br-2-thienyl H 3-9582-chloro-2,2-difluoroethyl Me 4-Cl-Ph H 3-959 2-chloro-2,2-difluoroethylMe 4-Br-Ph H 3-960 2-chloro-2,2-difluoroethyl Me 5-Cl-pyridin-2-yl H3-961 2-chloro-2,2-difluoroethyl Me 5-Br-pyridin-2-yl H 3-9622-chloro-2,2-difluoroethyl Me 5-Cl-2-thienyl H 3-9632-chloro-2,2-difluoroethyl Me 5-Br-2-thienyl H 3-9641-chloro-2-methylpropan-2-yl Me 4-Cl-Ph H 3-9651-chloro-2-methylpropan-2-yl Me 4-Br-Ph H 3-9661-chloro-2-methylpropan-2-yl Me 5-Cl-pyridin-2-yl H 3-9671-chloro-2-methylpropan-2-yl Me 5-Br-pyridin-2-yl H 3-9681-chloro-2-methylpropan-2-yl Me 5-Cl-2-thienyl H 3-9691-chloro-2-methylpropan-2-yl Me 5-Br-2-thienyl H 3-9701-fluoro-3-methoxypropan-2-yl Me 4-Cl-Ph H 3-9711-fluoro-3-methoxypropan-2-yl Me 4-Br-Ph H 3-9721-fluoro-3-methoxypropan-2-yl Me 5-Cl-pyridin-2-yl H 3-9731-fluoro-3-methoxypropan-2-yl Me 5-Br-pyridin-2-yl H 3-9741-fluoro-3-methoxypropan-2-yl Me 5-Cl-2-thienyl H 3-9751-fluoro-3-methoxypropan-2-yl Me 5-Br-2-thienyl H 3-9763,3,3-trifluoropropyl Me 4-Cl-Ph H 3-977 3,3,3-trifluoropropyl Me4-Br-Ph H 3-978 3,3,3-trifluoropropyl Me 5-Cl-pyridin-2-yl H 3-9793,3,3-trifluoropropyl Me 5-Br-pyridin-2-yl H 3-980 3,3,3-trifluoropropylMe 5-Cl-2-thienyl H 3-981 3,3,3-trifluoropropyl Me 5-Br-2-thienyl H3-982 2-chlorophenyl Me 4-Cl-Ph H 3-983 2-chlorophenyl Me 4-Br-Ph H3-984 2-chlorophenyl Me 5-Cl-pyridin-2-yl H 3-985 2-ohiorophenyl Me5-Br-pyridin-2-yl H 3-986 2-chlorophenyl Me 5-Cl-2-thienyl H 3-9872-chlorophenyl Me 5-Br-2-thienyl H 3-988 2-chloropyridin-3-yl Me 4-Cl-PhH 3-989 2-chloropyridin-3-yl Me 4-Br-Ph H 3-990 2-chloropyridin-3-yl Me5-Cl-pyridin-2-yl H 3-991 2-chloropyridin-3-yl Me 5-Br-pyridin-2-yl H3-992 2-chloropyridin-3-yl Me 5-Cl-2-thienyl H 3-9932-chloropyridin-3-yl Me 5-Br-2-thienyl H 3-994 3-chloropyridin-2-yl Me4-Cl-Ph H 3-995 3-chloropyridin-2-yl Me 4-Br-Ph H 3-9963-chloropyridin-2-yl Me 5-Cl-pyridin-2-yl H 3-997 3-chloropyridin-2-ylMe 5-Br-pyridin-2-yl H 3-998 3-chloropyridin-2-yl Me 5-Cl-2-thienyl H3-999 3-chloropyridin-2-yl Me 5-Br-2-thienyl H 3-1000 pentafluoroethylMe 4-Cl-Ph H 3-1001 pentafluoroethyl Me 4-Br-Ph H 3-1002pentafluoroethyl Me 5-Cl-pyridin-2-yl H 3-1003 pentafluoroethyl Me5-Br-pyridin-2-yl H 3-1004 pentafluoroethyl Me 5-Cl-2-thienyl H 3-1005pentafluoroethyl Me 5-Br-2-thienyl H 3-1006 1,2,2,2-tetrafluoroethyl Me4-Cl-Ph H 3-1007 1,2,2,2-tetrafluoroethyl Me 4-Br-Ph H 3-10081,2,2,2-tetrafluoroethyl Me 5-Cl-pyridin-2-yl H 3-10091,2,2,2-tetrafluoroethyl Me 5-Br-pyridin-2-yl H 3-10101,2,2,2-tetrafluoroethyl Me 5-Cl-2-thienyl H 3-10111,2,2,2-tetrafluoroethyl Me 5-Br-2-thienyl H 3-10121,1,2,2-tetrafluoroethyl Me 4-Cl-Ph H 3-1013 1,1,2,2-tetrafluoroethyl Me4-Br-Ph H 3-1014 1,1,2,2-tetrafluoroethyl Me 5-Cl-pyridin-2-yl H 3-10151,1,2,2-tetrafluoroethyl Me 5-Br-pyridin-2-yl H 3-1016 1,12,2-tetrafluoroethyl Me 5-Cl-2-thienyl H 3-1017 1,1,2,2-tetrafluoroethylMe 5-Br-2-thienyl H 3-1018 1,1,2-trifluoroethyl Me 4-Cl-Ph H 3-10191,1,2-trifluoroethyl Me 4-Br-Ph H 3-1020 1,1,2-trifluoroethyl Me5-Cl-pyridin-2-yl H 3-1021 1,1,2-trifluoroethyl Me 5-Br-pyridin-2-yl H3-1022 1,1,2-trifluoroethyl Me 5-Cl-2-thienyl H 3-10231,1,2-trifluoroethyl Me 5-Br-2-thienyl H 3-1024 2-methylbut-3-yn-2-yl Me4-Cl-Ph H 3-1025 2-methylbut-3-yn-2-yl Me 4-Br-Ph H 3-10262-methylbut-3-yn-2-yl Me 5-Cl-pyridin-2-yl H 3-10272-methylbut-3-yn-2-yl Me 5-Br-pyridin-2-yl H 3-10282-methylbut-3-yn-2-yl Me 5-Cl-2-thienyl H 3-1029 2-methylbut-3-yn-2-ylMe 5-Br-2-thienyl H 3-1030 1-(ethoxycarbonyl)eth-1-yl Me 4-Cl-Ph H3-1031 1-(ethoxycarbonyl)eth-1-yl Me 4-Br-Ph H 3-10321-(ethoxycarbonyl)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-10331-(ethoxycarbonyl)eth-1-yl Me 5-Br-pyridin-2-yl H 3-10341-(ethoxycarbonyl)eth-1-yl Me 5-Cl-2-thienyl H 3-10351-(ethoxycarbonyl)eth-1-yl Me 5-Br-2-thienyl H 3-10361,1,2,3,3,3-hexafluoropropyl Me 4-Cl-Ph H 3-10371,1,2,3,3,3-hexafluoropropyl Me 4-Br-Ph H 3-10381,1,2,3,3,3-hexafluoropropyl Me 5-Cl-pyridin-2-yl H 3-10391,1,2,3,3,3-hexafluoropropyl Me 5-Br-pyridin-2-yl H 3-10401,1,2,3,3,3-hexafluoropropyl Me 5-Cl-2-thienyl H 3-10411,1,2,3,3,3-hexafluoropropyl Me 5-Br-2-thienyl H 3-1042 isobutyl Me4-Cl-Ph H 3-1043 isobutyl Me 4-Br-Ph H 3-1044 isobutyl Me5-Cl-pyridin-2-yl H 3-1045 isobutyl Me 5-Br-pyridin-2-yl H 3-1046isobutyl Me 5-Cl-2-thienyl H 3-1047 isobutyl Me 5-Br-2-thienyl H 3-1048n-pentyl Me 4-Cl-Ph H 3-1049 n-pentyl Me 4-Br-Ph H 3-1050 n-pentyl Me5-Cl-pyridin-2-yl H 3-1051 n-pentyl Me 5-Br-pyridin-2-yl H 3-1052n-pentyl Me 5-Cl-2-thienyl H 3-1053 n-pentyl Me 5-Br-2-thienyl H 3-1054n-heptyl Me 4-Cl-Ph H 3-1055 n-heptyl Me 4-Br-Ph H 3-1056 n-heptyl Me5-Cl-pyridin-2-yl H 3-1057 n-heptyl Me 5-Br-pyridin-2-yl H 3-1058n-heptyl Me 5-Cl-2-thienyl H 3-1059 n-heptyl Me 5-Br-2-thienyl H 3-1060n-nonyl Me 4-Cl-Ph H 3-1061 n-nonyl Me 4-Br-Ph H 3-1062 n-nonyl Me5-Cl-pyridin-2-yl H 3-1063 n-nonyl Me 5-Br-pyridin-2-yl H 3-1064 n-nonylMe 5-Cl-2-thienyl H 3-1065 n-nonyl Me 5-Br-2-thienyl H 3-1066cyclopentyl Me 4-Cl-Ph H 3-1067 cyclopentyl Me 4-Br-Ph H 3-1068cyclopentyl Me 5-Cl-pyridin-2-yl H 3-1069 cyclopentyl Me5-Br-pyridin-2-yl H 3-1070 cyclopentyl Me 5-Cl-2-thienyl H 3-1071cyclopentyl Me 5-Br-2-thienyl H 3-1072 cyclohexyl Me 4-Cl-Ph H 3-1073cyclohexyl Me 4-Br-Ph H 3-1074 cyclohexyl Me 5-Cl-pyridin-2-yl H 3-1075cyclohexyl Me 5-Br-pyridin-2-yl H 3-1076 cyclohexyl Me 5-Cl-2-thienyl H3-1077 cyclohexyl Me 5-Br-2-thienyl H 3-1078 sBu Me 4-Cl-Ph H 3-1079 sBuMe 4-Br-Ph H 3-1080 sBu Me 5-Cl-pyridin-2-yl H 3-1081 sBu Me5-Br-pyridin-2-yl H 3-1082 sBu Me 5-Cl-2-thienyl H 3-1083 sBu Me5-Br-2-thienyl H 3-1084 pentan-3-yl Me 4-Cl-Ph H 3-1085 pentan-3-yl Me4-Br-Ph H 3-1086 pentan-3-yl Me 5-Cl-pyridin-2-yl H 3-1087 pentan-3-ylMe 5-Br-pyridin-2-yl H 3-1088 pentan-3-yl Me 5-Cl-2-thienyl H 3-1089pentan-3-yl Me 5-Br-2-thienyl H 3-1090 1-(methoxycarbonyl)eth-1-yl Me4-Cl-Ph H 3-1091 1-(methoxycarbonyl)eth-1-yl Me 4-Br-Ph H 3-10921-(methoxycarbonyl)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-10931-(methoxycarbonyl)eth-1-yl Me 5-Br-pyridin-2-yl H 3-10941-(methoxycarbonyl)eth-1-yl Me 5-Cl-2-thienyl H 3-10951-(methoxycarbonyl)eth-1-yl Me 5-Br-2-thienyl H 3-10962,2,2-trichloroethyl Me 4-Cl-Ph H 3-1097 2,2,2-trichloroethyl Me 4-Br-PhH 3-1098 2,2,2-trichloroethyl Me 5-Cl-pyridin-2-yl H 3-10992,2,2-trichloroethyl Me 5-Br-pyridin-2-yl H 3-1100 2,2,2-trichloroethylMe 5-Cl-2-thienyl H 3-1101 2,2,2-trichloroethyl Me 5-Br-2-thienyl H3-1102 3-chloropropyl Me 4-Cl-Ph H 3-1103 3-chloropropyl Me 4-Br-Ph H3-1104 3-chloropropyl Me 5-Cl-pyridin-2-yl H 3-1105 3-chloropropyl Me5-Br-pyridin-2-yl H 3-1106 3-chloropropyl Me 5-Cl-2-thienyl H 3-11073-chloropropyl Me 5-Br-2-thienyl H 3-1108 2-(2-methoxyethoxy)ethyl Me4-Cl-Ph H 3-1109 2-(2-methoxyethoxy)ethyl Me 4-Br-Ph H 3-11102-(2-methoxyethoxy)ethyl Me 5-Cl-pyridin-2-yl H 3-11112-(2-methoxyethoxy)ethyl Me 5-Br-pyridin-2-yl H 3-11122-(2-methoxyethoxy)ethyl Me 5-Cl-2-thienyl H 3-11132-(2-methoxyethoxy)ethyl Me 5-Br-2-thienyl H 3-1114 butyl-2-ylmethyl Me4-Cl-Ph H 3-1115 butyl-2-ylmethyl Me 4-Br-Ph H 3-1116 butyl-2-ylmethylMe 5-Cl-pyridin-2-yl H 3-1117 butyl-2-ylmethyl Me 5-Br-pyridin-2-yl H3-1118 butyl-2-ylmethyl Me 5-Cl-2-thienyl H 3-1119 butyl-2-ylmethyl Me5-Br-2-thienyl H 3-1120 but-3-yn-1-yl Me 4-Cl-Ph H 3-1121 but-3-yn-1-ylMe 4-Br-Ph H 3-1122 but-3-yn-1-yl Me 5-Cl-pyridin-2-yl H 3-1123but-3-yn-1-yl Me 5-Br-pyridin-2-yl H 3-1124 but-3-yn-1-yl Me5-Cl-2-thienyl H 3-1125 but-3-yn-1-yl Me 5-Br-2-thienyl H 3-1126(2,2-dichlorocyclopropyl)methyl Me 4-Cl-Ph H 3-1127(2,2-dichlorocyclopropyl)methyl Me 4-Br-Ph H 3-1128(2,2-dichlorocyclopropyl)methyl Me 5-Cl-pyridin-2-yl H 3-1129(2,2-dichlorocyclopropyl)methyl Me 5-Br-pyridin-2-yl H 3-1130(2,2-dichlorocyclopropyl)methyl Me 5-Cl-2-thienyl H 3-1131(2,2-dichlorocyclopropyl)methyl Me 5-Br-2-thienyl H 3-11322-(N,N-diethylamino)eth-1-yl Me 4-Cl-Ph H 3-11332-(N,N-diethylamino)eth-1-yl Me 4-Br-Ph H 3-11342-(N,N-diethylamino)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-11352-(N,N-diethylamino)eth-1-yl Me 5-Br-pyridin-2-yl H 3-1136 2-(NN-diethylamino)eth-1-yl Me 5-Cl-2-thienyl H 3-11372-(N,N-diethylamino)eth-1-yl Me 5-Br-2-thienyl H 3-1138 2-carboxyphenylMe 4-Cl-Ph H 3-1139 2-carboxyphenyl Me 4-Br-Ph H 3-1140 2-carboxyphenylMe 5-Cl-pyridin-2-yl H 3-1141 2-carboxyphenyl Me 5-Br-pyridin-2-yl H3-1142 2-carboxyphenyl Me 5-Cl-2-thienyl H 3-1143 2-carboxyphenyl Me5-Br-2-thienyl H 3-1144 tbutyl Me 4-Cl-Ph H 3-1145 tBu Me 4-Br-Ph H3-1146 tBu Me 5-Cl-pyridin-2-yl H 3-1147 tBu Me 5-Br-pyridin-2-yl H3-1148 tBu Me 5-Cl-2-thienyl H 3-1149 tBu Me 5-Br-2-thienyl H 3-11501-methylcyclopropyl Me 4-Cl-Ph H 3-1151 1-methylcyclopropyl Me 4-Br-Ph H3-1152 1-methylcyclopropyl Me 5-Cl-pyridin-2-yl H 3-11531-methylcyclopropyl Me 5-Br-pyridin-2-yl H 3-1154 1-methylcyclopropyl Me5-Cl-2-thienyl H 3-1155 1-methylcyclopropyl Me 5-Br-2-thienyl H 3-1156trimethylsilylmethyl Me 4-Cl-Ph H 3-1157 trimethylsilylmethyl Me 4-Br-PhH 3-1158 trimethylsilylmethyl Me 5-Cl-pyridin-2-yl H 3-1159trimethylsilylmethyl Me 5-Br-pyridin-2-yl H 3-1160 trimethylsilylmethylMe 5-Cl-2-thienyl H 3-1161 trimethylsilylmethyl Me 5-Br-2-thienyl H3-1162 2,3-dihydro-1H-inden-5-yl Me 4-Cl-Ph H 3-11632,3-dihydro-1H-inden-5-yl Me 4-Br-Ph H 3-1164 2,3-dihydro-1H-inden-5-ylMe 5-Cl-pyridin-2-yl H 3-1165 2,3-dihydro-1H-inden-5-yl Me5-Br-pyridin-2-yl H 3-1166 2,3-dihydro-1H-inden-5-yl Me 5-Cl-2-thienyl H3-1167 2,3-dihydro-1H-inden-5-yl Me 5-Br-2-thienyl H 3-11681-methylcyclobutyl Me 4-Cl-Ph H 3-1169 1-methylcyclobutyl Me 4-Br-Ph H3-1170 1-methylcyclobutyl Me 5-Cl-pyridin-2-yl H 3-11711-methylcyclobutyl Me 5-Br-pyridin-2-yl H 3-1172 1-methylcyclobutyl Me5-Cl-2-thienyl H 3-1173 1-methylcyclobutyl Me 5-Br-2-thienyl H 3-11742-(oxetan-3-yl)eth-1-yl Me 4-Cl-Ph H 3-1175 2-(oxetan-3-yl)eth-1-yl Me4-Br-Ph H 3-1176 2-(oxetan-3-yl)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-11772-(oxetan-3-yl)eth-1-yl Me 5-Br-pyridin-2-yl H 3-11782-(oxetan-3-yl)eth-1-yl Me 5-Cl-2-thienyl H 3-11792-(oxetan-3-yl)eth-1-yl Me 5-Br-2-thienyl H 3-1180 Bu Me 4-Cl-Ph H3-1181 Bu Me 4-Br-Ph H 3-1182 Bu Me 5-Cl-pyridin-2-yl H 3-1183 Bu Me5-Br-pyridin-2-yl H 3-1184 Bu Me 5-Cl-2-thienyl H 3-1185 Bu Me5-Br-2-thienyl H 3-1186 2-(N,N-diethylamino)eth-1-yl Me 4-Cl-Ph H 3-11872-(N,N-diethylamino)eth-1-yl Me 4-Br-Ph H 3-11882-(N,N-diethylamino)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-11892-(N,N-diethylamino)eth-1-yl Me 5-Br-pyridin-2-yl H 3-11902-(N,N-diethylamino)eth-1-yl Me 5-Cl-2-thienyl H 3-11912-(N,N-diethylamino)eth-1-yl Me 5-Br-2-thienyl H 3-11922-(morpholin-4-yl)eth-1-yl Me 4-Cl-Ph H 3-11932-(morpholin-4-yl)eth-1-yl Me 4-Br-Ph H 3-11942-(morpholin-4-yl)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-11952-(morpholin-4-yl)eth-1-yl Me 5-Br-pyridin-2-yl H 3-11962-(morpholin-4-yl)eth-1-yl Me 5-Cl-2-thienyl H 3-11972-(morpholin-4-yl)eth-1-yl Me 5-Br-2-thienyl H 3-11982-chlorothiophen-3-yl Me 4-Cl-Ph H 3-1199 2-chlorothiophen-3-yl Me4-Br-Ph H 3-1200 2-chlorothiophen-3-yl Me 5-Cl-pyridin-2-yl H 3-12012-chlorothiophen-3-yl Me 5-Br-pyridin-2-yl H 3-12022-chlorothiophen-3-yl Me 5-Cl-2-thienyl H 3-1203 2-chlorothiophen-3-ylMe 5-Br-2-thienyl H 3-1204 (N,N-dimethylaminocarbonyl)methyl Me 4-Cl-PhH 3-1205 (N,N-dimethylaminocarbonyl)methyl Me 4-Br-Ph H 3-1206(N,N-dimethylaminocarbonyl)methyl Me 5-Cl-pyridin-2-yl H 3-1207(N,N-dimethylaminocarbonyl)methyl Me 5-Br-pyridin-2-yl H 3-1208(N,N-dimethylaminocarbonyl)methyl Me 5-Cl-2-thienyl H 3-1209(N,N-dimethylaminocarbonyl)methyl Me 5-Br-2-thienyl H 3-12101-(t-butylcarbonyloxy)-2-methylprop- Me 4-Cl-Ph H 1-yl 3-12111-(t-butylcarbonyloxy)-2-methylprop- Me 4-Br-Ph H 1-yl 3-12121-(t-butylcarbonyloxy)-2-methylprop- Me 5-Cl-pyridin-2-yl H 1-yl 3-12131-(t-butylcarbonyloxy)-2-methylprop- Me 5-Br-pyridin-2-yl H 1-yl 3-12141-(t-butylcarbonyloxy)-2-methylprop- Me 5-Cl-2-thienyl H 1-yl 3-12151-(t-butylcarbonyloxy)-2-methylprop- Me 5-Br-2-thienyl H 1-yl 3-1216(5-methyl-2-oxo-1,3-dioxol-4- Me 4-Cl-Ph H yl)methyl 3-1217(5-methyl-2-oxo-1,3-dioxol-4- Me 4-Br-Ph H yl)methyl 3-1218(5-methyl-2-oxo-1,3-dioxol-4- Me 5-Cl-pyridin-2-yl H yl)methyl 3-1219(5-methyl-2-oxo-1,3-dioxol-4- Me 5-Br-pyridin-2-yl H yl)methyl 3-1220(5-methyl-2-oxo-1,3-dioxol-4- Me 5-Cl-2-thienyl H yl) methyl 3-1221(5-methyl-2-oxo-1,3-dioxol-4- Me 5-Br-2-thienyl H yl)methyl 3-1222[(t-butoxycarbonyl)oxy]methyl Me 4-Cl-Ph H 3-1223[(t-butoxycarbonyl)oxy]methyl Me 4-Br-Ph H 3-1224[(t-butoxycarbonyl)oxy]methyl Me 5-Cl-pyridin-2-yl H 3-1225[(t-butoxycarbonyl)oxy]methyl Me 5-Br-pyridin-2-yl H 3-1226[(t-butoxycarbonyl)oxy]methyl Me 5-Cl-2-thienyl H 3-1227[(t-butoxycarbonyl)oxy]methyl Me 5-Br-2-thienyl H 3-1228[(isopropoxycarbonyl)oxy]methyl Me 4-Cl-Ph H 3-1229[(isopropoxycarbonyl)oxy]methyl Me 4-Br-Ph H 3-1230[(isopropoxycarbonyl)oxy]methyl Me 5-Cl-pyridin-2-yl H 3-1231[(isopropoxycarbonyl)oxy]methyl Me 5-Br-pyridin-2-yl H 3-1232[(isopropoxycarbonyl)oxy]methyl Me 5-Cl-2-thienyl H 3-1233[(isopropoxycarbonyl)oxy]methyl Me 5-Br-2-thienyl H 3-1234[(methoxycarbonyl)oxy]methyl Me 4-Cl-Ph H 3-1235[(methoxycarbonyl)oxy]methyl Me 4-Br-Ph H 3-1236[(methoxycarbonyl)oxy]methyl Me 5-Cl-pyrid in-2-yl H 3-1237[(methoxycarbonyl)oxy]methyl Me 5-Br-pyridin-2-yl H 3-1238[(methoxycarbonyl)oxy]methyl Me 5-Cl-2-thienyl H 3-1239[(methoxycarbonyl)oxy]methyl Me 5-Br-2-thienyl H 3-12401-[(ethoxycarbonyl)oxy]ethyl Me 4-Cl-Ph H 3-12411-[(ethoxycarbonyl)oxy]ethyl Me 4-Br-Ph H 3-12421-[(ethoxycarbonyl)oxy]ethyl Me 5-Cl-pyridin-2-yl H 3-12431-[(ethoxycarbonyl)oxy]ethyl Me 5-Br-pyridin-2-yl H 3-12441-[(ethoxycarbonyl)oxy]ethyl Me 5-Cl-2-thienyl H 3-12451-[(ethoxycarbonyl)oxy]ethyl Me 5-Br-2-thienyl H 3-12461-acetoxyeth-1-yl Me 4-Cl-Ph H 3-1247 1-acetoxyeth-1-yl Me 4-Br-Ph H3-1248 1-acetoxyeth-1-yl Me 5-Cl-pyridin-2-yl H 3-1249 1-acetoxyeth-1-ylMe 5-Br-pyridin-2-yl H 3-1250 1-acetoxyeth-1-yl Me 5-Cl-2-thienyl H3-1251 1-acetoxyeth-1-yl Me 5-Br-2-thienyl H 3-12521-(2-methylpropanoyloxy)eth-1-yl Me 4-Cl-Ph H 3-12531-(2-methylpropanoyloxy)eth-1-yl Me 4-Br-Ph H 3-12541-(2-methylpropanoyloxy)eth-1-yl Me 5-Cl-pyrid in-2-yl H 3-12551-(2-methylpropanoyloxy)eth-1-yl Me 5-Br-pyridin-2-yl H 3-12561-(2-methylpropanoyloxy)eth-1-yl Me 5-Cl-2-thienyl H 3-12571-(2-methylpropanoyloxy)eth-1-yl Me 5-Br-2-thienyl H 3-12581-propanoyl-2-methylprop-1-yl Me 4-Cl-Ph H 3-12591-propanoyl-2-methylprop-1-yl Me 4-Br-Ph H 3-12601-propanoyl-2-methylprop-1-yl Me 5-Cl-pyridin-2-yl H 3-12611-propanoyl-2-methylprop-1-yl Me 5-Br-pyridin-2-yl H 3-12621-propanoyl-2-methylprop-1-yl Me 5-Cl-2-thienyl H 3-12631-propanoyl-2-methylprop-1-yl Me 5-Br-2-thienyl H 3-12641-(cyclohexoxycarbonyloxy)eth-1-yl Me 4-Cl-Ph H 3-12651-(cyclohexoxycarbonyloxy)eth-1-yl Me 4-Br-Ph H 3-12661-(cyclohexoxycarbonyloxy)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-12671-(cyclohexoxycarbonyloxy)eth-1-yl Me 5-Br-pyridin-2-yl H 3-12681-(cyclohexoxycarbonyloxy)eth-1-yl Me 5-Cl-2-thienyl H 3-12691-(cyclohexoxycarbonyloxy)eth-1-yl Me 5-Br-2-thienyl H 3-1270 cyclobutylMe 4-Cl-Ph H 3-1271 cyclobutyl Me 4-Br-Ph H 3-1272 cyclobutyl Me5-Cl-pyridin-2-yl H 3-1273 cyclobutyl Me 5-Br-pyridin-2-yl H 3-1274cyclobutyl Me 5-Cl-2-thienyl H 3-1275 cyclobutyl Me 5-Br-2-thienyl H3-1276 CH₂(4-Me-Ph) Me 4-Cl-Ph H 3-1277 CH₂(4-Me-Ph) Me 4-Br-Ph H 3-1278CH₂(4-Me-Ph) Me 5-Cl-pyridin-2-yl H 3-1279 CH₂(4-Me-Ph) Me5-Br-pyridin-2-yl H 3-1280 CH₂(4-Me-Ph) Me 5-Cl-2-thienyl H 3-1281CH₂(4-Me-Ph) Me 5-Br-2-thienyl H 3-1282 CHMe(4-Cl-Ph) Me 4-Cl-Ph H3-1283 CHMe(4-Cl-Ph) Me 4-Br-Ph H 3-1284 CHMe(4-Cl-Ph) Me5-Cl-pyridin-2-yl H 3-1285 CHMe(4-Cl-Ph) Me 5-Br-pyridin-2-yl H 3-1286CHMe(4-Cl-Ph) Me 5-Cl-2-thienyl H 3-1287 CHMe(4-Cl-Ph) Me 5-Br-2-thienylH 3-1288 CHMePh Me 4-Cl-Ph H 3-1289 CHMePh Me 4-Br-Ph H 3-1290 CHMePh Me5-Cl-pyridin-2-yl H 3-1291 CHMePh Me 5-Br-pyridin-2-yl H 3-1292 CHMePhMe 5-Cl-2-thienyl H 3-1293 CHMePh Me 5-Br-2-thienyl H 3-12941,1,1-trifluoropropan-2-yl Me 4-Cl-Ph H 3-12951,1,1-trifluoropropan-2-yl Me 4-Br-Ph H 3-12961,1,1-trifluoropropan-2-yl Me 5-Cl-pyridin-2-yl H 3-12971,1,1-trifluoropropan-2-yl Me 5-Br-pyridin-2-yl H 3-12981,1,1-trifluoropropan-2-yl Me 5-Cl-2-thienyl H 3-12991,1,1-trifluoropropan-2-yl Me 5-Br-2-thienyl H 3-1300(1-ethyl-3-methyl-1H-pyrazol-4- Me 4-Cl-Ph H yl) methyl 3-1301(1-ethyl-3-methyl-1H-pyrazol-4- Me 4-Br-Ph H yl)methyl 3-1302(1-ethyl-3-methyl-1H-pyrazol-4- Me 5-Cl-pyridin-2-yl H yl)methyl 3-1303(1-ethyl-3-methyl-1H-pyrazol-4- Me 5-Br-pyridin-2-yl H yl)methyl 3-1304(1-ethyl-3-methyl-1H-pyrazol-4- Me 5-Cl-2-thienyl H yl)methyl 3-1305(1-ethyl-3-methyl-1H-pyrazol-4- Me 5-Br-2-thienyl H yl)methyl 3-1306 PrMe 4-Cl-Ph H 3-1307 Pr Me 4-Br-Ph H 3-1308 Pr Me 5-Cl-pyridin-2-yl H3-1309 Pr Me 5-Br-pyridin-2-yl H 3-1310 Pr Me 5-Cl-2-thienyl H 3-1311 PrMe 5-Br-2-thienyl H 3-1312 n-octadecyl Me 4-Cl-Ph H 3-1313 n-octadecylMe 4-Br-Ph H 3-1314 n-octadecyl Me 5-Cl-pyridin-2-yl H 3-1315n-octadecyl Me 5-Br-pyridin-2-yl H 3-1316 n-octadecyl Me 5-Cl-2-thienylH 3-1317 n-octadecyl Me 5-Br-2-thienyl H 3-1318 n-hexadecyl Me 4-Cl-Ph H3-1319 n-hexadeoyl Me 4-Br-Ph H 3-1320 n-hexadecyl Me 5-Cl-pyridin-2-ylH 3-1321 n-hexadecyl Me 5-Br-pyridin-2-yl H 3-1322 n-hexadecyl Me5-Cl-2-thienyl H 3-1323 n-hexadecyl Me 5-Br-2-thienyl H 3-1324oxetan-3-ylmethyl Me 4-Cl-Ph H 3-1325 oxetan-3-ylmethyl Me 4-Br-Ph H3-1326 oxetan-3-ylmethyl Me 5-Cl-pyridin-2-yl H 3-1327 oxetan-3-ylmethylMe 5-Br-pyridin-2-yl H 3-1328 oxetan-3-ylmethyl Me 5-Cl-2-thienyl H3-1329 oxetan-3-ylmethyl Me 5-Br-2-thienyl H 3-1330 3-methyloxetan-3-ylMe 4-Cl-Ph H 3-1331 3-methyloxetan-3-yl Me 4-Br-Ph H 3-13323-methyloxetan-3-yl Me 5-Cl-pyridin-2-yl H 3-1333 3-methyloxetan-3-yl Me5-Br-pyridin-2-yl H 3-1334 3-methyloxetan-3-yl Me 5-Cl-2-thienyl H3-1335 3-methyloxetan-3-yl Me 5-Br-2-thienyl H 3-13362-chloroprop-2-en-1-yl Me 4-Cl-Ph H 3-1337 2-chloroprop-2-en-1-yl Me4-Br-Ph H 3-1338 2-chloroprop-2-en-1-yl Me 5-Cl-pyridin-2-yl H 3-13392-chloroprop-2-en-1-yl Me 5-Br-pyridin-2-yl H 3-13402-chloroprop-2-en-1-yl Me 5-Cl-2-thienyl H 3-1341 2-chloroprop-2-en-1-ylMe 5-Br-2-thienyl H 3-1342 (3E)-pent-3-en-2-yl Me 4-Cl-Ph H 3-1343(3E)-pent-3-en-2-yl Me 4-Br-Ph H 3-1344 (3E)-pent-3-en-2-yl Me5-Cl-pyridin-2-yl H 3-1345 (3E)-pent-3-en-2-yl Me 5-Br-pyridin-2-yl H3-1346 (3E)-pent-3-en-2-yl Me 5-Cl-2-thienyl H 3-1347(3E)-pent-3-en-2-yl Me 5-Br-2-thienyl H 3-1348(2,2-dimethylpropanoyloxy)methyl Me 4-Cl-Ph H 3-1349(2,2-dimethylpropanoyloxy)methyl Me 4-Br-Ph H 3-1350(2,2-dimethylpropanoyloxy)methyl Me 5-Cl-pyridin-2-yl H 3-1351(2,2-dimethylpropanoyloxy)methyl Me 5-Br-pyridin-2-yl H 3-1352(2,2-dimethylpropanoyloxy)methyl Me 5-Cl-2-thienyl H 3-1353(2,2-dimethylpropanoyloxy)methyl Me 5-Br-2-thienyl H 3-13542-(isopropoxycarbonyloxy)eth-1-yl Me 4-Cl-Ph H 3-13552-(isopropoxycarbonyloxy)eth-1-yl Me 4-Br-Ph H 3-13562-(isopropoxycarbonyloxy)eth-1-yl Me 5-Cl-pyridin-2-yl H 3-13572-(isopropoxycarbonyloxy)eth-1-yl Me 5-Br-pyridin-2-yl H 3-13582-(isopropoxycarbonyloxy)eth-1-yl Me 5-Cl-2-thienyl H 3-13592-(isopropoxycarbonyloxy)eth-1-yl Me 5-Br-2-thienyl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 3-135 (CDCl₃, 400 MHz, δ in ppm):

0.28 (m, 2H); 0.58 (m, 2H); 1.12 (m, 1H); 2.40 (s, 3H); 3.54 (s, 2H);3.95 (d, 2H); 7.52 (d, 1H); 7.78 (dd, 1H); 8.52 (d, 1H); 8.65 (s, 2H);9.09 (s, 1H).

NMR compound 3-353 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.62 (s, 2H); 4.32 (txd, 2H); 5.95 (txt, 1H); 7.33 (d,1H); 7.75 (dd, 1H); 8.58 (d, 1H); 8.67 (s, 2H); 9.10 (s, 1H).

NMR compound 3-112 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 2.49 (t, 1H); 3.60 (s, 2H); 4.70 (d, 2H); 7.41 (d, 1H);7.74 (dd, 1H); 8.54 (d, 1H); 8.65 (s, 2H); 9.08 (s, 1H).

NMR compound 3-25 (CDCl₃, 400 MHz, δ in ppm):

1.26 (t, 3H); 2.38 (s, 3H); 3.52 (s, 2H); 4.16 (q, 2H); 7.49 (d, 1H);7.77 (dd, 1H); 8.53 (d, 1H); 8.65 (s, 2H); 9.08 (s, 1H).

NMR compound 3-26 (CDCl₃, 400 MHz, δ in ppm):

1.28 (t, 3H); 2.38 (s, 3H); 3.51 (s, 2H); 4.17 (q, 2H); 7.41 (d, 1H);7.91 (dd, 1H); 8.63 (d, 1H); 8.64 (s, 2H); 9.09 (s, 1H).

NMR compound 3-136 (CDCl₃, 400 MHz, δ in ppm):

0.28 (m, 2H); 0.58 (m, 2H); 1.12 (m, 1H); 2.40 (s, 3H); 3.52 (s, 2H);3.97 (d, 2H); 7.43 (d, 1H); 7.91 (dd, 1H); 8.63 (d, 1H); 8.65 (s, 2H);9.08 (s, 1H).

NMR compound 3-176 (CDCl₃, 400 MHz, δ in ppm):

1.82 (s, 3H); 2.38 (s, 3H); 3.59 (s, 2H); 4.22 (s, 2H); 7.48 (d, 1H);7.90 (dd, 1H); 8.64 (d, 1H); 8.65 (s, 2H); 9.09 (s, 1H).

NMR compound 3-161 (CDCl₃, 400 MHz, δ in ppm):

1.85 (s, 3H); 2.38 (s, 3H); 3.42 (s, 2H); 4.22 (s, 2H); 7.21 (d, 2H);7.40 (d, 2H); 8.62 (s, 2H); 9.04 (s, 1H).

NMR compound 3-121 (CDCl₃, 400 MHz, δ in ppm):

0.29 (m, 2H); 0.59 (m, 2H); 1.12 (m, 1H); 2.39 (s, 3H); 3.40 (s, 2H);3.92 (d, 2H); 7.21 (d, 2H); 7.40 (d, 2H); 8.62 (s, 2H); 9.03 (s, 1H).

NMR compound 3-4 (CDCl₃, 400 MHz, δ in ppm):

1.27 (t, 3H); 2.38 (s, 3H); 3.38 (s, 2H); 4.17 (q, 2H); 7.20 (d, 2H);7.40 (d, 2H); 8.62 (s, 2H); 9.03 (s, 1H).

TABLE 4 Compounds of the formula (Ib″) (Ib″)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 4-1 H H Ph Ph H 4-2 H H Me Ph H 4-3 H H Me5-I-2-thienyl H 4-4 H H Me 2-furyl H 4-5 H H Me Ph 6-OMe 4-6 Me H Me Ph4-Me 4-7 H H Me Ph 6-Cl 4-8 H H Me Ph 4-CF₃ 4-9 H H Me Ph 6-CF₃ 4-10 H HMe Ph 4-Me 4-11 H H Me Ph 4,6-Me₂ 4-12 H H Me Ph 4,6-Cl₂ 4-13 H H Me4-MeO-Ph 4-Me 4-14 H H Me 4-MeO-Ph H 4-15 Me H Me Ph H 4-16 H H Me4-Me-Ph 4-Me 4-17 H H Me 4-Me-Ph 4-Cl 4-18 H H Me 4-Me-Ph H 4-19 H H Me3-Cl-Ph H 4-20 H H Me 3-CF₃-Ph H 4-21 H H Me 3-CF₃-Ph 4-Me 4-22 H H Me3,4-Cl₂-Ph 4-Me 4-23 H H Me 3-Cl-Ph 4-Me 4-24 H H Me 2-Cl-Ph 4-Me 4-25 HH Me 2,4-Cl₂-Ph 4-Me 4-26 H H Me 4-CF₃-Ph 4-Me 4-27 H H Me 4-Cl-Ph 4-Me4-28 H H Me 4-Cl-Ph H 4-29 H H Me 3,4-Cl₂-Ph H 4-30 H H Me 4-CF₃-Ph H4-31 H H Me 4-Cl-Ph 4-Cl 4-32 H H Me Ph 4-Cl 4-33 H H Me 2-Cl-Ph H 4-34H H Me 4-tBu-Ph 4-Me 4-35 H H Me 3,5-Me₂-Ph 4-Me 4-36 H H Me Ph 4-OMe4-37 H H Me 4-Cl-Ph 4-OMe 4-38 H H Me 4-Me-Ph 4-Me 4-39 H H Me 4-F-Ph4-Cl 4-40 H H Me 4-F-Ph 4-Me 4-41 H H Me 3-Me-Ph 4-Me 4-42 H H Me4-(COOH)-Ph 4-Me 4-43 H H Me 3-Br-Ph 4-Me 4-44 H H Me 4-Ph-Ph 4-Me 4-45H H Me 4-(COOH)-Ph H 4-46 H H Me 3,5-Me₂-Ph H 4-47 H H Me Ph 4-SMe 4-48H H Me 4-Cl-Ph 4-SMe 4-49 H H Me 3-Cl-4-Me-Ph H 4-50 H H Me3-CF₃-4-Cl-Ph H 4-51 H H Me 3-CF₃-4-Cl-Ph 4-Me 4-52 H H Me 3-Cl-4-Me-Ph4-Me 4-53 H H Me 2-pyridyl 4-Cl 4-54 H H Me 4-Cl-Ph 4-F 4-55 H H Me2-thienyl 4-Me 4-56 H H Me 3-Me-2-thienyl 4-Me 4-57 H H Me4-Me-2-thienyl 4-Me 4-58 H H Me 5-Cl-2-thienyl 4-Me 4-59 H H Me5-Cl-2-thienyl 4-Cl 4-60 H H Me 3-thienyl 4-Me 4-61 H H Me 2-thienyl H4-62 H H Me 3-Me-2-thienyl H 4-63 H H Me 4-Me-2-thienyl H 4-64 H H Me5-Cl-2-thienyl H 4-65 H H Me 5-Me-2-thienyl H 4-66 H H Me6-MeO-pyridin-3-yl H 4-67 H H Me 5-Br-2-thienyl H 4-68 H H Me5-Br-2-thienyl 4-Me 4-69 H H Me 3-thienyl H 4-70 H H Me 4-Cl-Ph 4-S(O)Me4-71 H H Me 4-Br-Ph 4-Me 4-72 H H Me 1,3-benzodioxol-5-yl 4-Me 4-73 H HMe 4-I-Ph 4-Me 4-74 H H Me 3,5-Cl₂-Ph 4-Me 4-75 H H Me 4-PhO-Ph 4-Me4-76 H H Me 6-OH-pyridin-3-yl H 4-77 H H Me Ph 4-S(O)Me 4-78 H H H Ph H4-79 H H H Ph 4-Me 4-80 H H Et Ph H 4-81 H H n-Pr Ph H 4-82 H H CH₂Cl PhH 4-83 H H CHCl₂ Ph H 4-84 H H CH₂F Ph H 4-85 H H CHF₂ Ph H 4-86 H H ClPh H 4-87 H H Et Ph 4-Me 4-88 H H n-Pr Ph 4-Me 4-89 H H CH₂Cl Ph 4-Me4-90 H H CHCl₂ Ph 4-Me 4-91 H H CH₂F Ph 4-Me 4-92 H H CHF₂ Ph 4-Me 4-93H H Cl Ph 4-Me 4-94 H H Et 4-Cl-Ph H 4-95 H H n-Pr 4-Cl-Ph H 4-96 H HCH₂Cl 4-Cl-Ph H 4-97 H H CHCl₂ 4-Cl-Ph H 4-98 H H CH₂F 4-Cl-Ph H 4-99 HH CHF₂ 4-Cl-Ph H 4-100 H H Cl 4-Cl-Ph H 4-101 H H Et 4-Me-Ph H 4-102 H Hn-Pr 4-Me-Ph H 4-103 H H CH₂Cl 4-Me-Ph H 4-104 H H CHCl₂ 4-Me-Ph H 4-105H H CH₂F 4-Me-Ph H 4-106 H H CHF₂ 4-Me-Ph H 4-107 H H Cl 4-Me-Ph H 4-108H H Et 2-pyridyl H 4-109 H H n-Pr 2-pyridyl H 4-110 H H CH₂Cl 2-pyridylH 4-111 H H CHCl₂ 2-pyridyl H 4-112 H H CH₂F 2-pyridyl H 4-113 H H CHF₂2-pyridyl H 4-114 H H Cl 2-pyridyl H 4-115 H H Me 2-pyridyl H 4-116 H HMe 5-Cl-pyridin-2-yl H 4-117 H H Me 5-Cl-pyridin-2-yl 4-Cl 4-118 H H Me5-Cl-pyridin-2-yl 4-Me 4-119 H H Me 5-Br-pyridin-2-yl H 4-120 H H Me5-Br-pyridin-2-yl 4-Cl 4-121 H H Me 5-Br-pyridin-2-yl 4-Me 4-122 H H Me5-F-pyridin-2-yl H 4-123 H H Me 5-Me-pyridin-2-yl H 4-124 H H Me5-Me-pyridin-2-yl 4-Me 4-125 H H Me 2,4-Cl₂-Ph H 4-126 H H Me4-CH₂COOH-Ph 4-Me 4-127 H H Me 3,4-Me₂-Ph 4-Me 4-128 H H Me 4-Br-Ph H4-129 H H Me 3,4-Me₂-Ph H 4-130 H H Me 3-Me-Ph H 4-131 H H Me 4-F-Ph H4-132 H H Me 4-(Me-CO)-Ph H 4-133 H H Me 4-tBu-Ph H 4-134 H H Me4-Cl-3-Me-Ph H 4-135 H H n-Pr 4-Cl-Ph 4-Me 4-136 H H Me 3-pyridyl H4-137 H H Me 4-pyridyl H 4-138 H H C(O)Me Ph H 4-139 H H Me6-Me-pyridin-3-yl H 4-140 H H Me 4-Cl-Ph 4-SO₂Me 4-141 H H Me 3-pyridyl4-Me 4-142 H H Me 2,3-Cl₂-Ph 4-Me 4-143 H H Me 2-pyridyl 4-Me 4-144 H HH 4-Cl-Ph 4-Me 4-145 H H Me 6-Cl-pyridin-3-yl H 4-146 H H Me Ph 4-Me4-147 H H Me 4-Me-pyridin-2-yl H 4-148 H H Me 4-Me-pyridin-2-yl 4-Me4-149 H H Me 4-Me-pyridin-2-yl 4-Cl 4-150 H H Me 4-Me-pyridin-2-yl 4-F4-151 H H Me 4-F-pyridin-2-yl H 4-152 H H Me 4-Cl-pyridin-2-yl H 4-153 HH Me 4-Br-pyridin-2-yl H 4-154 H H Me 4-OMe-pyridin-2-yl H 4-155 H H Me5-CF₃-pyridin-2-yl H 4-156 H H Me 6-OMe-pyridin-2-yl H 4-157 H H cyPr4-Cl-Ph H 4-158 H H CN 4-Cl-Ph H 4-159 H H CN 4-Cl-Ph 4-Me 4-160 H H CN4-Me-Ph H 4-161 H H CN 4-Me-Ph 4-Me 4-162 H H CN Ph H 4-163 H H CN Ph4-Me 4-164 H H CN 2-pyridyl H 4-165 H H CN 3-pyridyl H 4-166 H H CN5-Cl-pyridin-2-yl H 4-167 H H CN 5-Br-pyridin-2-yl H 4-168 H H CN5-F-pyridin-2-yl H 4-169 H H CN 5-Me-pyridin-2-yl H 4-170 H H CN6-Me-pyridin-3-yl H 4-171 H H CN 4-Me-pyridin-2-yl H 4-172 H H CN4-F-pyridin-2-yl H 4-173 H H CN 4-Cl-pyridin-2-yl H 4-174 H H CN4-Br-pyridin-2-yl H 4-175 H H CN 4-OMe-pyridin-2-yl H 4-176 H H formyl4-Cl-Ph H 4-177 H H formyl 4-Cl-Ph 4-Me 4-178 H H formyl 4-Me-Ph H 4-179H H formyl 4-Me-Ph 4-Me 4-180 H H formyl Ph H 4-181 H H formyl Ph 4-Me4-182 H H formyl 2-pyridyl H 4-183 H H formyl 3-pyridyl H 4-184 H Hformyl 5-Cl-pyridin-2-yl H 4-185 H H formyl 5-Br-pyridin-2-yl H 4-186 HH formyl 5-F-pyridin-2-yl H 4-187 H H formyl 5-Me-pyridin-2-yl H 4-188 HH formyl 6-Me-pyridin-3-yl H 4-189 H H formyl 4-Me-pyridin-2-yl H 4-190H H formyl 4-F-pyridin-2-yl H 4-191 H H formyl 4-Cl-pyridin-2-yl H 4-192H H formyl 4-Br-pyridin-2-yl H 4-193 H H formyl 4-OMe-pyridin-2-yl H4-194 H H CH₂OH 5-Me-pyridin-2-yl H 4-195 H H CH₂OH 4-Cl-Ph H 4-196 H HCH₂OH 4-Me-pyridin-2-yl H 4-197 H H CH₂OH 4-Me-Ph H 4-198 H H CH₂OH Ph H4-199 H H CH₂OH 2-pyridyl H 4-200 H H Me 2-thiazolyl H 4-201 H H Me2-thiazolyl 4-Cl 4-202 H H Me 2-thiazolyl 4-Me 4-203 H H Me4-Me-thiazol-2-yl H 4-204 H H Me 4-Me-thiazol-2-yl 4-Cl 4-205 H H Me4-Me-thiazol-2-yl 4-Me 4-206 H H Me 5-Me-thiazol-2-yl H 4-207 H H Me5-Br-thiazol-2-yl H 4-208 H H Me 5-Br-thiazol-2-yl 4-Me 4-209 H H Me5-Cl-thiazol-2-yl H 4-210 H H Me 4,6-Me₂-pyridin-2-yl H 4-211 H H Me4,6-Me₂-pyridin-2-yl 4-Me 4-212 H H Me 2-pyridyl 4-F 4-213 H H Me2-pyrazinyl H 4-214 H H Me 5-Me-pyrazin-2-yl H 4-215 H H Me 2-pyrazinyl4-Me 4-216 H H Me 1,3-benzothiazol-2-yl H 4-217 H H Me1,3-benzothiazol-2-yl 4-Me 4-218 H H Me 7-Cl-1,3-benzothiazol-2-yl H4-219 H H Me 1,5-Me₂-pyrazol-3-yl H 4-220 H H Me 1,5-Me₂-pyrazol-3-yl4-Me 4-221 H H Me 4,5-Me₂-thiazol-2-yl H 4-222 H H Me4,5-Cl₂-thiazol-2-yl H 4-223 H H Me 2-pyrimidinyl H 4-224 H H Me2-pyrimidinyl 4-Me 4-225 H H Me 5-F-pyrimidin-2-yl H 4-226 H H Me5-Cl-pyrimidin-2-yl H 4-227 H H Me 5-Br-pyrimidin-2-yl H 4-228 H H Me5-Me-pyrimidin-2-yl H 4-229 H H Me 5-Me-pyrimidin-2-yl 4-Me 4-230 H H Me4,6-Me₂-pyrimidin-2-yl H 4-231 H H Me 4,6-Me₂-pyrimidin-2-yl 4-Me 4-232H H Me 3-pyridazinyl H 4-233 H H Me 6-Me-pyridazin-3-yl H 4-234 H H Me1,2,4-triazin-3-yl H 4-235 H H Me 6-Me-1,2,4-triazin-3-yl H 4-236 H H Me2-pyridyl 6-OMe 4-237 H H Me 2-pyridyl 6-Cl 4-238 H H Me 3,5-Cl₂-Ph H4-239 H H Me isoquinolin-3-yl H 4-240 H H Me quinolin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 4-236 (CDCl₃, 400 MHz, δ in ppm):

2.42 (s, 3H); 3.50 (s, 2H); 4.06 (s, 3H); 7.18 (d, 1H); 7.58 (m, 1H);7.60 (m, 1H); 7.88 (brs, 1H); 8.01 (m, 1H); 8.03 (d, 1H); 8.70 (m, 1H).

NMR compound 4-237 (CDCl₃, 400 MHz, δ in ppm):

2.43 (s, 3H); 3.47 (s, 2H); 7.44 (m, 1H); 7.48 (m, 1H); 7.64 (d, 1H);7.86 (m, 1H); 8.17 (d, 1H); 8.67 (m, 1H).

TABLE 5 Compounds of the formula (Ib′′′) (Ib′′′)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 5-1 H H Ph Ph H 5-2 H H Me Ph H 5-3 H H Me5-I-2-thienyl H 5-4 H H Me 2-furyl H 5-5 H H Me Ph 6-OMe 5-6 Me H Me Ph4-Me 5-7 H H Me Ph 6-Cl 5-8 H H Me Ph 4-CF₃ 5-9 H H Me Ph 6-CF₃ 5-10 H HMe Ph 4-Me 5-11 H H Me Ph 4,6-Me₂ 5-12 H H Me Ph 4,6-Cl₂ 5-13 H H Me4-MeO-Ph 4-Me 5-14 H H Me 4-MeO-Ph H 5-15 Me H Me Ph H 5-16 H H Me4-Me-Ph H 5-17 H H Me 4-Me-Ph 4-Me 5-18 H H Me 4-Me-Ph 4-Cl 5-19 H H Me3-Cl-Ph H 5-20 H H Me 3-CF₃-Ph H 5-21 H H Me 3-CF₃-Ph 4-Me 5-22 H H Me3,4-Cl₂-Ph 4-Me 5-23 H H Me 3-Cl-Ph 4-Me 5-24 H H Me 2-Cl-Ph 4-Me 5-25 HH Me 2,4-Cl₂-Ph 4-Me 5-26 H H Me 4-CF₃-Ph 4-Me 5-27 H H Me 4-Cl-Ph 4-Me5-28 H H Me 4-Cl-Ph H 5-29 H H Me 3,4-Cl₂-Ph H 5-30 H H Me 4-CF₃-Ph H5-31 H H Me 4-Cl-Ph 4-Cl 5-32 H H Me Ph 4-Cl 5-33 H H Me 2-Cl-Ph H 5-34H H Me 4-tBu-Ph 4-Me 5-35 H H Me 3,5-Me₂-Ph 4-Me 5-36 H H Me Ph 4-OMe5-37 H H Me 4-Cl-Ph 4-OMe 5-38 H H Me 4-Me-Ph 4-Me 5-39 H H Me 4-F-Ph4-Me 5-40 H H Me 4-F-Ph 4-Cl 5-41 H H Me 3-Me-Ph 4-Me 5-42 H H Me4-COOH-Ph 4-Me 5-43 H H Me 3-Br-Ph 4-Me 5-44 H H Me 4-Ph-Ph 4-Me 5-45 HH Me 4-COOH-Ph H 5-46 H H Me 3,5-Me₂-Ph H 5-47 H H Me Ph 4-SMe 5-48 H HMe 4-Cl-Ph 4-SMe 5-49 H H Me 3-Cl-4-Me-Ph H 5-50 H H Me 3-CF₃-4-Cl-Ph H5-51 H H Me 3-CF₃-4-Cl-Ph 4-Me 5-52 H H Me 3-Cl-4-Me-Ph 4-Me 5-53 H H Me2-pyridyl 4-Cl 5-54 H H Me 4-Cl-Ph 4-F 5-55 H H Me 2-thienyl 4-Me 5-56 HH Me 3-Me-2-thienyl 4-Me 5-57 H H Me 4-Me-2-thienyl 4-Me 5-58 H H Me5-Cl-2-thienyl 4-Me 5-59 H H Me 5-Cl-2-thienyl 4-Cl 5-60 H H Me3-thienyl 4-Me 5-61 H H Me 2-thienyl H 5-62 H H Me 3-Me-2-thienyl H 5-63H H Me 4-Me-2-thienyl H 5-64 H H Me 5-Cl-2-thienyl H 5-65 H H Me5-Me-2-thienyl H 5-66 H H Me 6-MeO-pyridin-3-yl H 5-67 H H Me5-Br-2-thienyl H 5-68 H H Me 5-Br-2-thienyl 4-Me 5-69 H H Me 3-thienyl H5-70 H H Me 4-Cl-Ph 4-S(O)Me 5-71 H H Me 4-Br-Ph 4-Me 5-72 H H Me1,3-benzodioxol-5-yl 4-Me 5-73 H H Me 4-I-Ph 4-Me 5-74 H H Me 3,5-Cl₂-Ph4-Me 5-75 H H Me 4-PhO-Ph 4-Me 5-76 H H Me 6-OH-pyridin-3-yl H 5-77 H HMe Ph 4-S(O)Me 5-78 H H H Ph H 5-79 H H H Ph 4-Me 5-80 H H Et Ph H 5-81H H n-Pr Ph H 5-82 H H CH₂Cl Ph H 5-83 H H CHCl₂ Ph H 5-84 H H CH₂F Ph H5-85 H H CHF₂ Ph H 5-86 H H Cl Ph H 5-87 H H Et Ph 4-Me 5-88 H H n-Pr Ph4-Me 5-89 H H CH₂Cl Ph 4-Me 5-90 H H CHCl₂ Ph 4-Me 5-91 H H CH₂F Ph 4-Me5-92 H H CHF₂ Ph 4-Me 5-93 H H Cl Ph 4-Me 5-94 H H Et 4-Cl-Ph H 5-95 H Hn-Pr 4-Cl-Ph H 5-96 H H CH₂Cl 4-Cl-Ph H 5-97 H H CHCl₂ 4-Cl-Ph H 5-98 HH CH₂F 4-Cl-Ph H 5-99 H H CHF₂ 4-Cl-Ph H 5-100 H H Cl 4-Cl-Ph H 5-101 HH Et 4-Me-Ph H 5-102 H H n-Pr 4-Me-Ph H 5-103 H H CH₂Cl 4-Me-Ph H 5-104H H CHCl₂ 4-Me-Ph H 5-105 H H CH₂F 4-Me-Ph H 5-106 H H CHF₂ 4-Me-Ph H5-107 H H Cl 4-Me-Ph H 5-108 H H Et 2-pyridyl H 5-109 H H n-Pr 2-pyridylH 5-110 H H CH₂Cl 2-pyridyl H 5-111 H H CHCl₂ 2-pyridyl H 5-112 H H CH₂F2-pyridyl H 5-113 H H CHF₂ 2-pyridyl H 5-114 H H Cl 2-pyridyl H 5-115 HH Me 2-pyridyl H 5-116 H H Me 5-Cl-pyridin-2-yl H 5-117 H H Me5-Cl-pyridin-2-yl 4-Cl 5-118 H H Me 5-Cl-pyridin-2-yl 4-Me 5-119 H H Me5-Br-pyridin-2-yl H 5-120 H H Me 5-Br-pyridin-2-yl 4-Cl 5-121 H H Me5-Br-pyridin-2-yl 4-Me 5-122 H H Me 5-F-pyridin-2-yl H 5-123 H H Me5-Me-pyridin-2-yl H 5-124 H H Me 5-Me-pyridin-2-yl 4-Me 5-125 H H Me2,4-Cl₂-Ph H 5-126 H H Me 4-(CH₂COOH)-Ph 4-Me 5-127 H H Me 3,4-Me₂-Ph4-Me 5-128 H H Me 4-Br-Ph 4-Me 5-129 H H Me 3,4-Me₂-Ph H 5-130 H H Me3-Me-Ph H 5-131 H H Me 4-F-Ph H 5-132 H H Me 4-(Me-CO)-Ph H 5-133 H H Me4-tBu-Ph H 5-134 H H Me 4-Cl-3-Me-Ph H 5-135 H H n-Pr 4-Cl-Ph 4-Me 5-136H H Me 3-pyridyl H 5-137 H H Me 4-pyridyl H 5-138 H H C(O)OMe Ph H 5-139H H Me 6-Me-pyridin-3-yl H 5-140 H H Me 4-Cl-Ph 4-SO₂Me 5-141 H H Me3-pyridyl 4-Me 5-142 H H Me 2,3-Cl₂-Ph 4-Me 5-143 H H Me 2-pyridyl 4-Me5-144 H H H 4-Cl-Ph 4-Me 5-145 H H Me 6-Cl-pyridin-3-yl H 5-146 H H MePh 4-Me 5-147 H H Me 4-Me-pyridin-2-yl H 5-148 H H Me 4-Me-pyridin-2-yl4-Me 5-149 H H Me 4-Me-pyridin-2-yl 4-Cl 5-150 H H Me 4-Me-pyridin-2-yl4-F 5-151 H H Me 4-F-pyridin-2-yl H 5-152 H H Me 4-Cl-pyridin-2-yl H5-153 H H Me 4-Br-pyridin-2-yl H 5-154 H H Me 4-OMe-pyridin-2-yl H 5-155H H Me 5-CF₃-pyridin-2-yl H 5-156 H H Me 6-OMe-pyridin-2-yl H 5-157 H HcyPr 4-Cl-Ph H 5-158 H H CN 4-Cl-Ph H 5-159 H H CN 4-Cl-Ph 4-Me 5-160 HH CN 4-Me-Ph H 5-161 H H CN 4-Me-Ph 4-Me 5-162 H H CN Ph H 5-163 H H CNPh 4-Me 5-164 H H CN 2-pyridyl H 5-165 H H CN 3-pyridyl H 5-166 H H CN5-Cl-pyridin-2-yl H 5-167 H H CN 5-Br-pyridin-2-yl H 5-168 H H CN5-F-pyridin-2-yl H 5-169 H H CN 5-Me-pyridin-2-yl H 5-170 H H CN6-Me-pyridin-3-yl H 5-171 H H CN 4-Me-pyridin-2-yl H 5-172 H H CN4-F-pyridin-2-yl H 5-173 H H CN 4-Cl-pyridin-2-yl H 5-174 H H CN4-Br-pyridin-2-yl H 5-175 H H CN 4-OMe-pyridin-2-yl H 5-176 H H formyl4-Cl-Ph H 5-177 H H formyl 4-Cl-Ph 4-Me 5-178 H H formyl 4-Me-Ph H 5-179H H formyl 4-Me-Ph 4-Me 5-180 H H formyl Ph H 5-181 H H formyl Ph 4-Me5-182 H H formyl 2-pyridyl H 5-183 H H formyl 3-pyridyl H 5-184 H Hformyl 5-Cl-pyridin-2-yl H 5-185 H H formyl 5-Br-pyridin-2-yl H 5-186 HH formyl 5-F-pyridin-2-yl H 5-187 H H formyl 5-Me-pyridin-2-yl H 5-188 HH formyl 6-Me-pyridin-3-yl H 5-189 H H formyl 4-Me-pyridin-2-yl H 5-190H H formyl 4-F-pyridin-2-yl H 5-191 H H formyl 4-Cl-pyridin-2-yl H 5-192H H formyl 4-Br-pyridin-2-yl H 5-193 H H formyl 4-OMe-pyridin-2-yl H5-194 H H CH₂OH 5-Me-pyridin-2-yl H 5-195 H H CH₂OH 4-Cl-Ph H 5-196 H HCH₂OH 4-Me-pyridin-2-yl H 5-197 H H CH₂OH 4-Me-Ph H 5-198 H H CH₂OH Ph H5-199 H H CH₂OH 2-pyridyl H 5-200 H H Me 2-thiazolyl H 5-201 H H Me2-thiazolyl 4-Cl 5-202 H H Me 2-thiazolyl 4-Me 5-203 H H Me4-Me-thiazol-2-yl H 5-204 H H Me 4-Me-thiazol-2-yl 4-Cl 5-205 H H Me4-Me-thiazol-2-yl 4-Me 5-206 H H Me 5-Me-thiazol-2-yl H 5-207 H H Me5-Br-thiazol-2-yl H 5-208 H H Me 5-Br-thiazol-2-yl 4-Me 5-209 H H Me5-Cl-thiazol-2-yl H 5-210 H H Me 4,6-Me₂-pyridin-2-yl H 5-211 H H Me4,6-Me₂-pyridin-2-yl 4-Me 5-212 H H Me 2-pyridyl 4-F 5-213 H H Me2-pyrazinyl H 5-214 H H Me 5-Me-pyrazin-2-yl H 5-215 H H Me 2-pyrazinyl4-Me 5-216 H H Me 1,3-benzothiazol-2-yl H 5-217 H H Me1,3-benzothiazol-2-yl 4-Me 5-218 H H Me 7-Cl-1,3-benzothiazol-2-yl H5-219 H H Me 1,5-Me₂-pyrazol-3-yl H 5-220 H H Me 1,5-Me₂-pyrazol-3-yl4-Me 5-221 H H Me 4,5-Me₂-thiazol-2-yl H 5-222 H H Me4,5-Cl₂-thiazol-2-yl H 5-223 H H Me 2-pyrimidinyl H 5-224 H H Me2-pyrimidinyl 4-Me 5-225 H H Me 5-F-pyrimidin-2-yl H 5-226 H H Me5-Cl-pyrimidin-2-yl H 5-227 H H Me 5-Br-pyrimidin-2-yl H 5-228 H H Me5-Me-pyrimidin-2-yl H 5-229 H H Me 5-Me-pyrimidin-2-yl 4-Me 5-230 H H Me4,6-Me₂-pyrimidin-2-yl H 5-231 H H Me 4,6-Me₂-pyrimidin-2-yl 4-Me 5-232H H Me 3-pyridazinyl H 5-233 H H Me 6-Me-pyridazin-3-yl H 5-234 H H Me1,2,4-triazin-3-yl H 5-235 H H Me 6-Me-1,2,4-triazin-3-yl H 5-236 H H Me4-Cl-Ph 5-Me-6-Cl 5-237 H H Me 4-Cl-Ph 6-Cl 5-238 H H Me 2-pyridyl 6-Cl5-239 H H Me 3,5-Cl₂-Ph H 5-240 H H Me isoquinolin-3-yl H 5-241 H H Mequinolin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 5-236 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 2.43 (s, 3H); 3.35 (s, 2H); 3.69 (s, 3H); 7.22 (d, 2H);7.35 (d, 2H); 7.90 (s, 1H).

NMR compound 5-237 (CDCl₃, 400 MHz, δ in ppm):

2.35 (s, 3H); 3.36 (s, 2H); 3.69 (s, 3H); 7.24 (d, 2H); 7.37 (d, 2H);7.52 (d, 1H); 8.01 (d, 1H).

NMR compound 5-238 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.49 (s, 2H); 3.68 (s, 3H); 7.30 (m, 1H); 7.54 (m, 1H);7.56 (d, 1H); 7.80 (m, 1H); 8.05 (d, 1H); 8.55 (m, 1H).

NMR compound 5-2 (CDCl₃, 400 MHz, δ in ppm):

2.38 (s, 3H); 3.41 (s, 2H); 3.69 (s, 3H); 7.28 (m, 2H); 7.39 (m, 3H);7.55 (dd, 1H); 7.88 (dd, 1H); 9.02 (dd, 1H).

NMR compound 5-28 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.38 (s, 2H); 3.69 (s, 3H); 7.23 (d, 2H); 7.38 (d, 2H);7.57 (dd, 1H); 7.98 (dd, 1H); 9.01 (dd, 1H).

TABLE 6 Compounds of the formula (Ib′′′′) (Ib′′′′)

No. R¹ R⁴ R⁵ (R⁶)_(n) 6-1 Et Me Ph H 6-2 Et Me Ph 4-Me 6-3 Et Me 3-Cl-PhH 6-4 Et Me 4-Cl-Ph H 6-5 Et Me 4-Cl-Ph 4-Me 6-6 Et Me 2-thienyl H 6-7Et Me 3-thienyl H 6-8 Et Me 3-Me-2-thienyl H 6-9 Et Me 4-Me-2-thienyl H6-10 Et Me 5-Br-2-thienyl H 6-11 Et Me 5-Br-2-thienyl 4-Me 6-12 Et Me5-Cl-2-thienyl H 6-13 Et Me 5-Cl-2-thienyl 4-Me 6-14 Et Me 5-I-2-thienylH 6-15 Et Me 5-Me-2-thienyl H 6-16 Et Me 3-pyridyl H 6-17 Et Me6-MeO-pyridin-3-yl H 6-18 Et Me 6-OH-pyridin-3-yl H 6-19 Et Me6-Me-pyridin-3-yl H 6-20 Et Me 4-Me-Ph H 6-21 Et Me 4-Me-Ph 4-Me 6-22 EtMe 4-Br-Ph H 6-23 Et Me 4-F-Ph H 6-24 Et Me 4-F-Ph 4-Me 6-25 Et Me5-Cl-pyridin-2-yl H 6-26 Et Me 5-Br-pyridin-2-yl H 6-27 Et Me5-F-pyridin-2-yl H 6-28 Et Me 5-F-pyridin-2-yl 4-Me 6-29 Et Me5-Cl-pyridin-2-yl 4-Me 6-30 Et Me 5-Br-pyridin-2-yl 4-Me 6-31 Et Me5-Me-pyridin-2-yl H 6-32 Et Me 5-Me-pyridin-2-yl 4-Me 6-33 Et Me2-pyridyl 4-Me 6-34 Et Me 2-pyridyl H 6-35 Et Me 4-pyridyl H 6-36 Et Me4-Me-pyridin-2-yl H 6-37 Et Me 4-Me-pyridin-2-yl 4-Me 6-38 Et Me2-thiazolyl H 6-39 Et Me 4-Me-thiazol-2-yl H 6-40 Et Me5-Br-thiazol-2-yl H 6-41 Et Me 5-Cl-thiazol-2-yl H 6-42 Et Me5-Me-thiazol-2-yl H 6-43 Et Me 4,5-Me₂-thiazol-2-yl H 6-44 Et Me4,5-Cl₂-thiazol-2-yl H 6-45 Et Me 4,6-Me₂-pyridin-2-yl H 6-46 Et Me2-pyrazinyl H 6-47 Et Me 2-pyrimidinyl H 6-48 Et Me 2-pyrimidinyl 4-Me6-49 Et Me 5-Cl-pyrimidin-2-yl H 6-50 Et Me 5-Br-pyrimidin-2-yl H 6-51Et Me 5-Me-pyrimidin-2-yl H 6-52 Et Me 5-Me-pyrimidin-2-yl 4-Me 6-53 EtMe 4,6-Me₂-pyrimidin-2-yl H 6-54 Et Me 4,6-Me₂-pyrimidin-2-yl 4-Me 6-55Et Me 1,3-benzothiazol-2-yl H 6-56 Et Me 7-Cl-1,3-benzothiazol-2-yl H6-57 Et Me 1,5-Me₂-pyrazol-3-yl H 6-58 Et Me 5-Me-pyrazin-2-yl H 6-59 EtMe 5-F-pyrimidin-2-yl H 6-60 Et Me 4,6-Me₂-pyrimidin-2-yl H 6-61 Et Me3-pyridazinyl H 6-62 Et Me 6-Me-pyridazin-3-yl H 6-63 Et Me1,2,4)-triazin-3-yl H 6-64 Et Me 6-Me-1,2,4-triazin-3-yl H 6-65 Pr Me PhH 6-66 Pr Me 4-Cl-Ph H 6-67 Pr Me 2-thienyl H 6-68 Pr Me 3-pyridyl H6-69 Pr Me 6-Me-pyridin-3-yl H 6-70 Pr Me 4-Me-Ph H 6-71 Pr Me 4-Br-Ph H6-72 Pr Me 4-F-Ph H 6-73 Pr Me 5-Cl-pyridin-2-yl H 6-74 Pr Me5-Br-pyridin-2-yl H 6-75 Pr Me 5-F-pyridin-2-yl H 6-76 Pr Me5-Me-pyridin-2-yl H 6-77 Pr Me 2-pyridyl H 6-78 Pr Me 4-pyridyl H 6-79i-Pr Me Ph H 6-80 i-Pr Me 4-Cl-Ph H 6-81 i-Pr Me 2-thienyl H 6-82 i-PrMe 3-pyridyl H 6-83 i-Pr Me 6-Me-pyridin-3-yl H 6-84 i-Pr Me 4-Me-Ph H6-85 i-Pr Me 4-Br-Ph H 6-86 i-Pr Me 4-F-Ph H 6-87 i-Pr Me5-Cl-pyridin-2-yl H 6-88 i-Pr Me 5-Br-pyridin-2-yl H 6-89 i-Pr Me5-F-pyridin-2-yl H 6-90 i-Pr Me 5-Me-pyridin-2-yl H 6-91 i-Pr Me2-pyridyl H 6-92 i-Pr Me 4-pyridyl H 6-93 CH₂Ph Me Ph H 6-94 CH₂Ph Me4-Cl-Ph H 6-95 CH₂Ph Me 2-thienyl H 6-96 CH₂Ph Me 2-pyridyl H 6-97prop-2-yn-1-yl Me Ph H 6-98 prop-2-yn-1-yl Me 4-Cl-Ph H 6-99prop-2-yn-1-yl Me 2-thienyl H 6-100 prop-2-yn-1-yl Me 3-thienyl H 6-101prop-2-yn-1-yl Me 3-Me-2-thienyl H 6-102 prop-2-yn-1-yl Me4-Me-2-thienyl H 6-103 prop-2-yn-1-yl Me 5-Cl-2-thienyl H 6-104prop-2-yn-1-yl Me 5-Me-2-thienyl H 6-105 prop-2-yn-1-yl Me 3-pyridyl H6-106 prop-2-yn-1-yl Me 6-MeO-pyridin-3-yl H 6-107 prop-2-yn-1-yl H Ph H6-108 prop-2-yn-1-yl Me 6-Me-pyridin-3-yl H 6-109 prop-2-yn-1-yl Me4-Me-Ph H 6-110 prop-2-yn-1-yl Me 4-Br-Ph H 6-111 prop-2-yn-1-yl Me4-F-Ph H 6-112 prop-2-yn-1-yl Me 5-Cl-pyridin-2-yl H 6-113prop-2-yn-1-yl Me 5-Br-pyridin-2-yl H 6-114 prop-2-yn-1-yl Me5-F-pyridin-2-yl H 6-115 prop-2-yn-1-yl Me 5-Me-pyridin-2-yl H 6-116prop-2-yn-1-yl Me 2-pyridyl H 6-117 prop-2-yn-1-yl Me 4-pyridyl H 6-118prop-2-yn-1-yl Me 4-Cl-Ph 4-Me 6-119 prop-2-yn-1-yl Me Ph 4-Me 6-120cyclopropylmethyl Me Ph H 6-121 cyclopropylmethyl Me 4-Cl-Ph H 6-122cyclopropylmethyl Me 2-thienyl H 6-123 cyclopropylmethyl Me 3-thienyl H6-124 cyclopropylmethyl Me 3-Me-2-thienyl H 6-125 cyclopropylmethyl Me3-pyridyl H 6-126 cyclopropylmethyl Me 5-Cl-2-thienyl H 6-127cyclopropylmethyl Me 5-Me-2-thienyl H 6-128 cyclopropylmethyl Me4-Me-2-thienyl H 6-129 cyclopropylmethyl Me 6-MeO-pyridin-3-yl H 6-130cyclopropylmethyl Me 6-OH-pyridin-3-yl H 6-131 cyclopropylmethyl Me6-Me-pyridin-3-yl H 6-132 cyclopropylmethyl Me 4-Me-Ph H 6-133cyclopropylmethyl Me 4-Br-Ph H 6-134 cyclopropylmethyl Me 4-F-Ph H 6-135cyclopropylmethyl Me 5-Cl-pyridin-2-yl H 6-136 cyclopropylmethyl Me5-Br-pyridin-2-yl H 6-137 cyclopropylmethyl Me 5-F-pyridin-2-yl H 6-138cyclopropylmethyl Me 5-Me-pyridin-2-yl H 6-139 cyclopropylmethyl Me2-pyridyl H 6-140 cyclopropylmethyl Me 4-pyridyl H 6-141cyclopropylmethyl Me 4-Cl-Ph 4-Me 6-142 cyclopropylmethyl Me Ph 4-Me6-143 cyclopropylmethyl H Ph H 6-144 3,3-dichloro-2-fluoroprop-2-en-1-ylMe Ph H 6-145 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 4-Cl-Ph H 6-1463,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-thienyl H 6-1473,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-pyridyl H 6-148(1-methylcyclopropyl)methyl Me Ph H 6-149 (1-methylcyclopropyl)methyl Me4-Cl-Ph H 6-150 (1-methylcyclopropyl)methyl Me 2-thienyl H 6-151(1-methylcyclopropyl)methyl Me 2-pyridyl H 6-152 4-chlorobut-2-yn-1-ylMe Ph H 6-153 4-chlorobut-2-yn-1-yl Me 4-Cl-Ph H 6-1544-chlorobut-2-yn-1-yl Me 2-thienyl H 6-155 4-chlorobut-2-yn-1-yl Me2-pyridyl H 6-156 (2,2-dichlorocyclopropyl)methyl Me Ph H 6-157(2,2-dichlorocyclopropyl)methyl Me 4-Cl-Ph H 6-158(2,2-dichlorocyclopropyl)methyl Me 2-thienyl H 6-159(2,2-dichlorocyclopropyl)methyl Me 2-pyridyl H 6-160 but-2-yn-1-yl Me PhH 6-161 but-2-yn-1-yl Me 4-Cl-Ph H 6-162 but-2-yn-1-yl Me 2-thienyl H6-163 but-2-yn-1-yl Me 3-thienyl H 6-164 but-2-yn-1-yl Me 3-Me-2-thienylH 6-165 but-2-yn-1-yl Me 4-Me-2-thienyl H 6-166 but-2-yn-1-yl Me5-Cl-2-thienyl H 6-167 but-2-yn-1-yl Me 5-Me-2-thienyl H 6-168but-2-yn-1-yl Me 3-pyridyl H 6-169 but-2-yn-1-yl Me 6-MeO-pyridin-3-yl H6-170 but-2-yn-1-yl H Ph H 6-171 but-2-yn-1-yl Me 6-Me-pyridin-3-yl H6-172 but-2-yn-1-yl Me 4-Me-Ph H 6-173 but-2-yn-1-yl Me 4-Br-Ph H 6-174but-2-yn-1-yl Me 4-F-Ph H 6-175 but-2-yn-1-yl Me 5-Cl-pyridin-2-yl H6-176 but-2-yn-1-yl Me 5-Br-pyridin-2-yl H 6-177 but-2-yn-1-yl Me5-F-pyridin-2-yl H 6-178 but-2-yn-1-yl Me 5-Me-pyridin-2-yl H 6-179but-2-yn-1-yl Me 2-pyridyl H 6-180 but-2-yn-1-yl Me 4-pyridyl H 6-181but-2-yn-1-yl Me 4-Cl-Ph 4-Me 6-182 but-2-yn-1-yl Me Ph 4-Me 6-1831-methylprop-2-yn-1-yl Me Ph H 6-184 1-methylprop-2-yn-1-yl Me 4-Cl-Ph H6-185 1-methylprop-2-yn-1-yl Me 2-thienyl H 6-186 1-methylprop-2-yn-1-ylMe 2-pyridyl H 6-187 1-cyclopropylethyl Me Ph H 6-188 1-cyclopropylethylMe 4-Cl-Ph H 6-189 1-cyclopropylethyl Me 2-thienyl H 6-1901-cyclopropylethyl Me 2-pyridyl H 6-191 allyl Me Ph H 6-192 allyl Me4-Cl-Ph H 6-193 allyl Me 2-thienyl H 6-194 allyl Me 2-pyridyl H 6-1953-methylbut-2-en-1-yl Me Ph H 6-196 3-methylbut-2-en-1-yl Me 4-Cl-Ph H6-197 3-methylbut-2-en-1-yl Me 2-thienyl H 6-198 3-methylbut-2-en-1-ylMe 2-pyridyl H 6-199 2-methylprop-2-en-1-yl Me Ph H 6-2002-methylprop-2-en-1-yl Me 4-Cl-Ph H 6-201 2-methylprop-2-en-1-yl Me2-thienyl H 6-202 2-methylprop-2-en-1-yl Me 2-pyridyl H 6-203(2E)-1-methylbut-2-en-1-yl Me Ph H 6-204 (2E)-1-methylbut-2-en-1-yl Me4-Cl-Ph H 6-205 (2E)-1-methylbut-2-en-1-yl Me 2-thienyl H 6-206(2E)-1-methylbut-2-en-1-yl Me 2-pyridyl H 6-207 3-phenylprop-2-yn-1-ylMe Ph H 6-208 3-phenylprop-2-yn-1-yl Me 4-Cl-Ph H 6-2093-phenylprop-2-yn-1-yl Me 2-thienyl H 6-210 3-phenylprop-2-yn-1-yl Me2-pyridyl H 6-211 cyclobutylmethyl Me Ph H 6-212 cyclobutylmethyl Me4-Cl-Ph H 6-213 cyclobutylmethyl Me 2-thienyl H 6-214 cyclobutylmethylMe 2-pyridyl H 6-215 cyclopentylmethyl Me Ph H 6-216 cyclopentylmethylMe 4-Cl-Ph H 6-217 cyclopentylmethyl Me 2-thienyl H 6-218cyclopentylmethyl Me 2-pyridyl H 6-219 cyclohexylmethyl Me Ph H 6-220cyclohexylmethyl Me 4-Cl-Ph H 6-221 cyclohexylmethyl Me 2-thienyl H6-222 cyclohexylmethyl Me 2-pyridyl H 6-223 but-3-en-1-yl Me Ph H 6-224but-3-en-1-yl Me 4-Cl-Ph H 6-225 but-3-en-1-yl Me 2-thienyl H 6-226but-3-en-1-yl Me 2-pyridyl H 6-227 2-chloroprop-2-en-1-yl Me Ph H 6-2282-chloroprop-2-en-1-yl Me 4-Cl-Ph H 6-229 2-chloroprop-2-en-1-yl Me2-thienyl H 6-230 2-chloroprop-2-en-1-yl Me 3-thienyl H 6-2312-chloroprop-2-en-1-yl Me 3-Me-2-thienyl H 6-232 2-chloroprop-2-en-1-ylMe 4-Me-2-thienyl H 6-233 2-chloroprop-2-en-1-yl Me 5-Cl-2-thienyl H6-234 2-chloroprop-2-en-1-yl Me 5-Me-2-thienyl H 6-2352-chloroprop-2-en-1-yl Me 3-pyridyl H 6-236 2-chloroprop-2-en-1-yl Me6-MeO-pyridin-3-yl H 6-237 2-chloroprop-2-en-1-yl Me 6-OH-pyridin-3-yl H6-238 2-chloroprop-2-en-1-yl Me 6-Me-pyridin-3-yl H 6-2392-chloroprop-2-en-1-yl Me 4-Me-Ph H 6-240 2-chloroprop-2-en-1-yl Me4-Br-Ph H 6-241 2-chloroprop-2-en-1-yl Me 4-F-Ph H 6-2422-chloroprop-2-en-1-yl Me 5-Cl-pyridin-2-yl H 6-2432-chloroprop-2-en-1-yl Me 5-Br-pyridin-2-yl H 6-2442-chloroprop-2-en-1-yl Me 5-F-pyridin-2-yl H 6-2452-chloroprop-2-en-1-yl Me 5-Me-pyridin-2-yl H 6-2462-chloroprop-2-en-1-yl Me 2-pyridyl H 6-247 2-chloroprop-2-en-1-yl Me4-pyridyl H 6-248 2-chloroprop-2-en-1-yl Me 4-Cl-Ph 4-Me 6-2492-chloroprop-2-en-1-yl Me Ph 4-Me 6-250 2-chloroprop-2-en-1-yl H Ph H6-251 2-methoxyethyl Me Ph H 6-252 2-methoxyethyl Me 4-Cl-Ph H 6-2532-methoxyethyl Me 2-thienyl H 6-254 2-methoxyethyl Me 2-pyridyl H 6-255tetrahydrofuran-2-ylmethyl Me Ph H 6-256 tetrahydrofuran-2-ylmethyl Me4-Cl-Ph H 6-257 tetrahydrofuran-2-ylmethyl Me 2-thienyl H 6-258tetrahydrofuran-2-ylmethyl Me 2-pyridyl H 6-259 2-(dimethylamino)ethylMe Ph H 6-260 2-(dimethylamino)ethyl Me 4-Cl-Ph H 6-2612-(dimethylamino)ethyl Me 2-thienyl H 6-262 2-(dimethylamino)ethyl Me2-pyridyl H 6-263 oxetan-3-yl Me Ph H 6-264 oxetan-3-yl Me 4-Cl-Ph H6-265 oxetan-3-yl Me 2-thienyl H 6-266 oxetan-3-yl Me 2-pyridyl H 6-267(3-methyloxetan-3-yl)methyl Me Ph H 6-268 (3-methyloxetan-3-yl)methyl Me4-Cl-Ph H 6-269 (3-methyloxetan-3-yl)methyl Me 2-thienyl H 6-270(3-methyloxetan-3-yl)methyl Me 2-pyridyl H 6-271 2,2,2-trifluoroethyl MePh H 6-272 2,2,2-triftuoroethyl Me 4-Cl-Ph H 6-273 2,2,2-trifluoroethylMe 2-thienyl H 6-274 2,2,2-trifluoroethyl Me 3-pyridyl H 6-2752,2,2-trifluoroethyl Me 6-Me-pyridin-3-yl H 6-276 2,2,2-trifluoroethylMe 4-Me-Ph H 6-277 2,2,2-trifiuoroethyl Me 4-Br-Ph H 6-2782,2,2-trifluoroethyl Me 4-F-Ph H 6-279 2,2,2-trifluoroethyl Me5-Cl-pyridin-2-yl H 6-280 2,2,2-trifluoroethyl Me 5-Br-pyridin-2-yl H6-281 2,2,2-trifluoroethyl Me 5-F-pyridin-2-yl H 6-2822,2,2-trifluoroethyl Me 5-Me-pyridin-2-yl H 6-283 2,2,2-trifluoroethylMe 2-pyridyl H 6-284 2,2,2-trifluoroethyl Me 4-pyridyl H 6-285CH₂(4-Cl-Ph) Me Ph H 6-286 CH₂(4-Cl-Ph) Me 4-Cl-Ph H 6-287 CH₂(4-Cl-Ph)Me 2-thienyl H 6-288 CH₂(4-Cl-Ph) Me 3-pyridyl H 6-289 CH₂(4-Cl-Ph) Me6-Me-pyridin-3-yl H 6-290 CH₂(4-Cl-Ph) Me 4-Me-Ph H 6-291 CH₂(4-Cl-Ph)Me 4-Br-Ph H 6-292 CH₂(4-Cl-Ph) Me 4-F-Ph H 6-293 CH₂(4-Cl-Ph) Me5-Cl-pyridin-2-yl H 6-294 CH₂(4-Cl-Ph) Me 5-Br-pyridin-2-yl H 6-295CH₂(4-Cl-Ph) Me 5-F-pyridin-2-yl H 6-296 CH₂(4-Cl-Ph) Me5-Me-pyridin-2-yl H 6-297 CH₂(4-Cl-Ph) Me 2-pyridyl H 6-298 CH₂(4-Cl-Ph)Me 4-pyridyl H 6-299 CH₂(4-F-Ph) Me Ph H 6-300 CH₂(4-F-Ph) Me 4-Cl-Ph H6-301 CH₂(4-F-Ph) Me 2-thienyl H 6-302 CH₂(4-F-Ph) Me 3-pyridyl H 6-303CH₂(4-F-Ph) Me 6-Me-pyridin-3-yl H 6-304 CH₂(4-F-Ph) Me 4-Me-Ph H 6-305CH₂(4-F-Ph) Me 4-Br-Ph H 6-306 CH₂(4-F-Ph) Me 4-F-Ph H 6-307 CH₂(4-F-Ph)Me 5-Cl-pyridin-2-yl H 6-308 CH₂(4-F-Ph) Me 5-Br-pyridin-2-yl H 6-309CH₂(4-F-Ph) Me 5-F-pyridin-2-yl H 6-310 CH₂(4-F-Ph) Me 5-Me-pyridin-2-ylH 6-311 CH₂(4-F-Ph) Me 2-pyridyl H 6-312 CH₂(4-F-Ph) Me 4-pyridyl H6-313 CH₂(4-OMe-Ph) Me Ph H 6-314 CH₂(4-OMe-Ph) Me 4-Cl-Ph H 6-315CH₂(4-OMe-Ph) Me 2-thienyl H 6-316 CH₂(4-OMe-Ph) Me 3-pyridyl H 6-317CH₂(4-OMe-Ph) Me 6-Me-pyridin-3-yl H 6-318 CH₂(4-OMe-Ph) Me 4-Me-Ph H6-319 CH₂(4-OMe-Ph) Me 4-Br-Ph H 6-320 CH₂(4-OMe-Ph) Me 4-F-Ph H 6-321CH₂(4-OMe-Ph) Me 5-Cl-pyridin-2-yl H 6-322 CH₂(4-OMe-Ph) Me5-Br-pyridin-2-yl H 6-323 CH₂(4-OMe-Ph) Me 5-F-pyridin-2-yl H 6-324CH₂(4-OMe-Ph) Me 5-Me-pyridin-2-yl H 6-325 CH₂(4-OMe-Ph) Me 2-pyridyl H6-326 CH₂(4-OMe-Ph) Me 4-pyridyl H 6-327 2,2-difluoroethyl Me Ph H 6-3282,2-difluoroethyl Me 4-Cl-Ph H 6-329 2,2-difluoroethyl Me 2-thienyl H6-330 2,2-difluoroethyl Me 2-pyridyl H 6-331 Ph Me Ph H 6-332 Ph Me4-Cl-Ph H 6-333 Ph Me 2-thienyl H 6-334 Ph Me 2-pyridyl H 6-3352-fluoroethyl Me Ph H 6-336 2-fluoroethyl Me 4-Cl-Ph H 6-3372-fluoroethyl Me 2-thienyl H 6-338 2-fluoroethyl Me 2-pyridyl H 6-3392,2,3,3,3-pentafluoropropyl Me Ph H 6-340 2,2,3,3,3-pentafluoropropyl Me4-Cl-Ph H 6-341 2,2,3,3,3-pentafluoropropyl Me 2-thienyl H 6-3422,2,3,3,3-pentafluoropropyl Me 2-pyridyl H 6-3431-ethyl-5-methyl-1H-pyrazol-4-methyl Me Ph H 6-3441-ethyl-5-methyl-1H-pyrazol-4-methyl Me 4-Cl-Ph H 6-3451-ethyl-5-methyl-1H-pyrazol-4-methyl Me 2-thienyl H 6-3461-ethyl-5-methyl-1H-pyrazol-4-methyl Me 2-pyridyl H 6-347 Et Me2-pyridyl 6-Cl 6-348 but-3-yn-2-yl Me 5-Cl-pyridin-2-yl H 6-349but-3-yn-2-yl Me isoquinolin-3-yl H 6-350 but-3-yn-2-yl Me quinolin-2-ylH 6-351 but-3-yn-2-yl Me Ph H 6-352 but-3-yn-2-yl Me 4-Cl-Ph H 6-353but-3-yn-2-yl Me 2-thienyl H 6-354 but-3-yn-2-yl Me 3-pyridyl H 6-355but-3-yn-2-yl Me 6-Me-pyridin-3-yl H 6-356 but-3-yn-2-yl Me 4-Me-Ph H6-357 but-3-yn-2-yl Me 4-Br-Ph H 6-358 but-3-yn-2-yl Me 4-F-Ph H 6-359but-3-yn-2-yl Me 5-Br-pyridin-2-yl H 6-360 but-3-yn-2-yl Me5-F-pyridin-2-yl H 6-361 but-3-yn-2-yl Me 5-Me-pyridin-2-yl H 6-362but-3-yn-2-yl Me 2-pyridyl H 6-363 but-3-yn-2-yl Me 4-pyridyl H 6-364 EtMe isoquinolin-3-yl H 6-365 Et Me quinolin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 6-347 (CDCl₃, 400 MHz, δ in ppm):

1.23 (t, 3H); 2.38 (s, 3H); 3.48 (s, 2H); 4.12 (q, 2H); 7.41 (m, 1H);7.57 (d, 1H); 7.68 (m, 1H); 7.93 (m, 1H); 8.09 (d, 1H); 8.62 (m, 1H).

TABLE 7 Compounds of the formula (Ic″) (Ic″)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 7-1 H H Ph Ph H 7-2 H H Me Ph H 7-3 H H Me5-I-2-thienyl H 7-4 H H Me 2-furyl H 7-5 Me H Me Ph 5-Me 7-6 H H Me Ph5-CF₃ 7-7 H H Me Ph 5-Me 7-8 H H Me 4-MeO-Ph 5-Me 7-9 H H Me 4-MeO-Ph H7-10 Me H Me Ph H 7-11 H H Me 4-Me-Ph 5-Me 7-12 H H Me 4-Me-Ph 5-Cl 7-13H H Me 4-Me-Ph H 7-14 H H Me 3-Cl-Ph H 7-15 H H Me 3-CF₃-Ph H 7-16 H HMe 3-CF₃-Ph 5-Me 7-17 H H Me 3,4-Cl₂-Ph 5-Me 7-18 H H Me 3-Cl-Ph 5-Me7-19 H H Me 2-Cl-Ph 5-Me 7-20 H H Me 2,4-Cl₂-Ph 5-Me 7-21 H H Me4-CF₃-Ph 5-Me 7-22 H H Me 4-Cl-Ph 5-Me 7-23 H H Me 4-Cl-Ph H 7-24 H H Me3,4-Cl₂-Ph H 7-25 H H Me 4-CF₃-Ph H 7-26 H H Me 4-Cl-Ph 5-Cl 7-27 H H MePh 5-Cl 7-28 H H Me 2-Cl-Ph H 7-29 H H Me 4-tBu-Ph 5-Me 7-30 H H Me3,5-Me₂-Ph 5-Me 7-31 H H Me Ph 5-OMe 7-32 H H Me 4-Cl-Ph 5-OMe 7-33 H HMe 4-Me-Ph 5-Me 7-34 H H Me 4-F-Ph 5-Cl 7-35 H H Me 4-F-Ph 5-Me 7-36 H HMe 3-Me-Ph 5-Me 7-37 H H Me 4-(COOH)-Ph 5-Me 7-38 H H Me 3-Br-Ph 5-Me7-39 H H Me 4-Ph-Ph 5-Me 7-40 H H Me 4-(COOH)-Ph H 7-41 H H Me3,5-Me₂-Ph H 7-42 H H Me Ph 5-SMe 7-43 H H Me 4-Cl-Ph 5-SMe 7-44 H H Me3-Cl-4-Me-Ph H 7-45 H H Me 3-CF₃-4-Cl-Ph H 7-46 H H Me 3-CF₃-4-Cl-Ph5-Me 7-47 H H Me 3-Cl-4-Me-Ph 5-Me 7-48 H H Me 2-pyridyl 5-Cl 7-49 H HMe 4-Cl-Ph 5-F 7-50 H H Me 2-thienyl 5-Me 7-51 H H Me 3-Me-2-thienyl5-Me 7-52 H H Me 4-Me-2-thienyl 5-Me 7-53 H H Me 5-Cl-2-thienyl 5-Me7-54 H H Me 5-Cl-2-thienyl 5-Cl 7-55 H H Me 3-thienyl 5-Me 7-56 H H Me2-thienyl H 7-57 H H Me 3-Me-2-thienyl H 7-58 H H Me 4-Me-2-thienyl H7-59 H H Me 5-Cl-2-thienyl H 7-60 H H Me 5-Me-2-thienyl H 7-61 H H Me6-MeO-pyridin-3-yl H 7-62 H H Me 5-Br-2-thienyl H 7-63 H H Me5-Br-2-thienyl 5-Me 7-64 H H Me 3-thienyl H 7-65 H H Me 4-Cl-Ph 5-S(O)Me7-66 H H Me 4-Br-Ph 5-Me 7-67 H H Me 1,3-benzodioxol-5-yl 5-Me 7-68 H HMe 4-I-Ph 5-Me 7-69 H H Me 3,5-Cl₂-Ph 5-Me 7-70 H H Me 4-PhO-Ph 5-Me7-71 H H Me 6-OH-pyridin-3-yl H 7-72 H H Me Ph 5-S(O)Me 7-73 H H H Ph H7-74 H H H Ph 5-Me 7-75 H H Et Ph H 7-76 H H n-Pr Ph H 7-77 H H CH₂Cl PhH 7-78 H H CHCl₂ Ph H 7-79 H H CH₂F Ph H 7-80 H H CHF₂ Ph H 7-81 H H ClPh H 7-82 H H Et Ph 5-Me 7-83 H H n-Pr Ph 5-Me 7-84 H H CH₂Cl Ph 5-Me7-85 H H CHCl₂ Ph 5-Me 7-86 H H CH₂F Ph 5-Me 7-87 H H CHF₂ Ph 5-Me 7-88H H Cl Ph 5-Me 7-89 H H Et 4-Cl-Ph H 7-90 H H n-Pr 4-Cl-Ph H 7-91 H HCH₂Cl 4-Cl-Ph H 7-92 H H CHCl₂ 4-Cl-Ph H 7-93 H H CH₂F 4-Cl-Ph H 7-94 HH CHF₂ 4-Cl-Ph H 7-95 H H Cl 4-Cl-Ph H 7-96 H H Et 4-Me-Ph H 7-97 H Hn-Pr 4-Me-Ph H 7-98 H H CH₂Cl 4-Me-Ph H 7-99 H H CHCl₂ 4-Me-Ph H 7-100 HH CH₂F 4-Me-Ph H 7-101 H H CHF₂ 4-Me-Ph H 7-102 H H Cl 4-Me-Ph H 7-103 HH Et 2-pyridyl H 7-104 H H n-Pr 2-pyridyl H 7-105 H H CH₂Cl 2-pyridyl H7-106 H H CHCl₂ 2-pyridyl H 7-107 H H CH₂F 2-pyridyl H 7-108 H H CHF₂2-pyridyl H 7-109 H H Cl 2-pyridyl H 7-110 H H Me 2-pyridyl H 7-111 H HMe 5-Cl-pyridin-2-yl H 7-112 H H Me 5-Cl-pyridin-2-yl 5-Cl 7-113 H H Me5-Cl-pyridin-2-yl 5-Me 7-114 H H Me 5-Br-pyridin-2-yl H 7-115 H H Me5-Br-pyridin-2-yl 5-Cl 7-116 H H Me 5-Br-pyridin-2-yl 5-Me 7-117 H H Me5-F-pyridin-2-yl H 7-118 H H Me 5-Me-pyridin-2-yl H 7-119 H H Me5-Me-pyridin-2-yl 5-Me 7-120 H H Me 2,4-Cl₂-Ph H 7-121 H H Me4-CH₂COOH-Ph 5-Me 7-122 H H Me 3,4-Me₂-Ph 5-Me 7-123 H H Me 4-Br-Ph H7-124 H H Me 3,4-Me₂-Ph H 7-125 H H Me 3-Me-Ph H 7-126 H H Me 4-F-Ph H7-127 H H Me 4-(Me-CO)-Ph H 7-128 H H Me 4-tBu-Ph H 7-129 H H Me4-Cl-3-Me-Ph H 7-130 H H n-Pr 4-Cl-Ph 5-Me 7-131 H H Me 3-pyridyl H7-132 H H Me 4-pyridyl H 7-133 H H C(O)OMe Ph H 7-134 H H Me6-Me-pyridin-3-yl H 7-135 H H Me 4-Cl-Ph 5-SO₂Me 7-136 H H Me 3-pyridyl5-Me 7-137 H H Me 2,3-Cl₂-Ph 5-Me 7-138 H H Me 2-pyridyl 5-Me 7-139 H HH 4-Cl-Ph 5-Me 7-140 H H Me 6-Cl-pyridin-3-yl H 7-141 H H Me Ph 5-Me7-142 H H Me 4-Me-pyridin-2-yl H 7-143 H H Me 4-Me-pyridin-2-yl 5-Me7-144 H H Me 4-Me-pyridin-2-yl 5-Cl 7-145 H H Me 4-Me-pyridin-2-yl 5-F7-146 H H Me 4-F-pyridin-2-yl H 7-147 H H Me 4-Cl-pyridin-2-yl H 7-148 HH Me 4-Br-pyridin-2-yl H 7-149 H H Me 4-OMe-pyridin-2-yl H 7-150 H H Me5-CF₃-pyridin-2-yl H 7-151 H H Me 6-OMe-pyridin-2-yl H 7-152 H H cyPr4-Cl-Ph H 7-153 H H CN 4-Cl-Ph H 7-154 H H CN 4-Cl-Ph 5-Me 7-155 H H CN4-Me-Ph H 7-156 H H CN 4-Me-Ph 5-Me 7-157 H H CN Ph H 7-158 H H CN Ph5-Me 7-159 H H CN 2-pyridyl H 7-160 H H CN 3-pyridyl H 7-161 H H CN5-Cl-pyridin-2-yl H 7-162 H H CN 5-Br-pyridin-2-yl H 7-163 H H CN5-F-pyridin-2-yl H 7-164 H H CN 5-Me-pyridin-2-yl H 7-165 H H CN6-Me-pyridin-3-yl H 7-166 H H CN 4-Me-pyridin-2-yl H 7-167 H H CN4-F-pyridin-2-yl H 7-168 H H CN 4-Cl-pyridin-2-yl H 7-169 H H CN4-Br-pyridin-2-yl H 7-170 H H CN 4-OMe-pyridin-2-yl H 7-171 H H formyl4-Cl-Ph H 7-172 H H formyl 4-Cl-Ph 5-Me 7-173 H H formyl 4-Me-Ph H 7-174H H formyl 4-Me-Ph 5-Me 7-175 H H formyl Ph H 7-176 H H formyl Ph 5-Me7-177 H H formyl 2-pyridyl H 7-178 H H formyl 3-pyridyl H 7-179 H Hformyl 5-Cl-pyridin-2-yl H 7-180 H H formyl 5-Br-pyridin-2-yl H 7-181 HH formyl 5-F-pyridin-2-yl H 7-182 H H formyl 5-Me-pyridin-2-yl H 7-183 HH formyl 6-Me-pyridin-3-yl H 7-184 H H formyl 4-Me-pyridin-2-yl H 7-185H H formyl 4-F-pyridin-2-yl H 7-186 H H formyl 4-Cl-pyridin-2-yl H 7-187H H formyl 4-Br-pyridin-2-yl H 7-188 H H formyl 4-OMe-pyridin-2-yl H7-189 H H CH₂OH 5-Me-pyridin-2-yl H 7-190 H H CH₂OH 4-Cl-Ph H 7-191 H HCH₂OH 4-Me-pyridin-2-yl H 7-192 H H CH₂OH 4-Me-Ph H 7-193 H H CH₂OH Ph H7-194 H H CH₂OH 2-pyridyl H 7-195 H H Me 2-thiazolyl H 7-196 H H Me2-thiazolyl 5-Cl 7-197 H H Me 2-thiazolyl 5-Me 7-198 H H Me4-Me-thiazol-2-yl H 7-199 H H Me 4-Me-thiazol-2-yl 5-Cl 7-200 H H Me4-Me-thiazol-2-yl 5-Me 7-201 H H Me 5-Me-thiazol-2-yl H 7-202 H H Me5-Br-thiazol-2-yl H 7-203 H H Me 5-Br-thiazol-2-yl 5-Me 7-204 H H Me5-Cl-thiazol-2-yl H 7-205 H H Me 4,6-Me₂-pyridin-2-yl H 7-206 H H Me4,6-Me₂-pyridin-2-yl 5-Me 7-207 H H Me 2-pyridyl 5-F 7-208 H H Me2-pyrazinyl H 7-209 H H Me 5-Me-pyrazin-2-yl H 7-210 H H Me 2-pyrazinyl5-Me 7-211 H H Me 1,3-benzothiazol-2-yl H 7-212 H H Me1,3-benzothiazol-2-yl 5-Me 7-213 H H Me 7-Cl-1,3-benzothiazol-2-yl H7-214 H H Me 1,5-Me₂-pyrazol-3-yl H 7-215 H H Me 1,5-Me₂-pyrazol-3-yl5-Me 7-216 H H Me 4,5-Me₂-thiazol-2-yl H 7-217 H H Me4,5-Cl₂-thiazol-2-yl H 7-218 H H Me 2-pyrimidinyl H 7-219 H H Me2-pyrimidinyl 5-Me 7-220 H H Me 5-F-pyrimidin-2-yl H 7-221 H H Me5-Cl-pyrimidin-2-yl H 7-222 H H Me 5-Br-pyrimidin-2-yl H 7-223 H H Me5-Me-pyrimidin-2-yl H 7-224 H H Me 5-Me-pyrimidin-2-yl 5-Me 7-225 H H Me4,6-Me₂-pyrimidin-2-yl H 7-226 H H Me 4,6-Me₂-pyrimidin-2-yl 5-Me 7-227H H Me 3-pyridazinyl H 7-228 H H Me 6-Me-pyridazin-3-yl H 7-229 H H Me1,2,4-triazin-3-yl H 7-230 H H Me 6-Me-1,2,4-triazin-3-yl H 7-231 H H Me3,5-Cl₂-Ph H 7-232 H H Me isoquinolin-3-yl H 7-233 H H Me quinolin-2-ylH

TABLE 8 Compounds of the formula (Ic′′′) (Ic′′′)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 8-1 H H Ph Ph H 8-2 H H Me Ph H 8-3 H H Me5-I-2-thienyl H 8-4 H H Me 2-furyl H 8-5 Me H Me Ph 5-Me 8-6 H H Me Ph5-CF₃ 8-7 H H Me Ph 5-Me 8-8 H H Me 4-MeO-Ph 5-Me 8-9 H H Me 4-MeO-Ph H8-10 Me H Me Ph H 8-11 H H Me 4-Me-Ph H 8-12 H H Me 4-Me-Ph 5-Me 8-13 HH Me 4-Me-Ph 5-Cl 8-14 H H Me 3-Cl-Ph H 8-15 H H Me 3-CF₃-Ph H 8-16 H HMe 3-CF₃-Ph 5-Me 8-17 H H Me 3,4-Cl₂-Ph 5-Me 8-18 H H Me 3-Cl-Ph 5-Me8-19 H H Me 2-Cl-Ph 5-Me 8-20 H H Me 2,4-Cl₂-Ph 5-Me 8-21 H H Me4-CF₃-Ph 5-Me 8-22 H H Me 4-Cl-Ph 5-Me 8-23 H H Me 4-Cl-Ph H 8-24 H H Me3,4-Cl₂-Ph H 8-25 H H Me 4-CF₃-Ph H 8-26 H H Me 4-Cl-Ph 5-Cl 8-27 H H MePh 5-Cl 8-28 H H Me 2-Cl-Ph H 8-29 H H Me 4-tBu-Ph 5-Me 8-30 H H Me3,5-Me₂-Ph 5-Me 8-31 H H Me Ph 5-OMe 8-32 H H Me 4-Cl-Ph 5-OMe 8-33 H HMe 4-Me-Ph 5-Me 8-34 H H Me 4-F-Ph 5-Me 8-35 H H Me 4-F-Ph 5-Cl 8-36 H HMe 3-Me-Ph 5-Me 8-37 H H Me 4-COOH-Ph 5-Me 8-38 H H Me 3-Br-Ph 5-Me 8-39H H Me 4-Ph-Ph 5-Me 8-40 H H Me 4-COOH-Ph H 8-41 H H Me 3,5-Me₂-Ph H8-42 H H Me Ph 5-SMe 8-43 H H Me 4-Cl-Ph 5-SMe 8-44 H H Me 3-Cl-4-Me-PhH 8-45 H H Me 3-CF₃-4-Cl-Ph H 8-46 H H Me 3-CF₃-4-Cl-Ph 5-Me 8-47 H H Me3-Cl-4-Me-Ph 5-Me 8-48 H H Me 2-pyridyl 5-Cl 8-49 H H Me 4-Cl-Ph 5-F8-50 H H Me 2-thienyl 5-Me 8-51 H H Me 3-Me-2-thienyl 5-Me 8-52 H H Me4-Me-2-thienyl 5-Me 8-53 H H Me 5-Cl-2-thienyl 5-Me 8-54 H H Me5-Cl-2-thienyl 5-Cl 8-55 H H Me 3-thienyl 5-Me 8-56 H H Me 2-thienyl H8-57 H H Me 3-Me-2-thienyl H 8-58 H H Me 4-Me-2-thienyl H 8-59 H H Me5-Cl-2-thienyl H 8-60 H H Me 5-Me-2-thienyl H 8-61 H H Me6-MeO-pyridin-3-yl H 8-62 H H Me 5-Br-2-thienyl H 8-63 H H Me5-Br-2-thienyl 5-Me 8-64 H H Me 3-thienyl H 8-65 H H Me 4-Cl-Ph 5-S(O)Me8-66 H H Me 4-Br-Ph 5-Me 8-67 H H Me 1,3-benzodioxol-5-yl 5-Me 8-68 H HMe 4-I-Ph 5-Me 8-69 H H Me 3,5-Cl₂-Ph 5-Me 8-70 H H Me 4-PhO-Ph 5-Me8-71 H H Me 6-OH-pyridin-3-yl H 8-72 H H Me Ph 5-S(O)Me 8-73 H H H Ph H8-74 H H H Ph 5-Me 8-75 H H Et Ph H 8-76 H H n-Pr Ph H 8-77 H H CH₂Cl PhH 8-78 H H CHCl₂ Ph H 8-79 H H CH₂F Ph H 8-80 H H CHF₂ Ph H 8-81 H H ClPh H 8-82 H H Et Ph 5-Me 8-83 H H n-Pr Ph 5-Me 8-84 H H CH₂Cl Ph 5-Me8-85 H H CHCl₂ Ph 5-Me 8-86 H H CH₂F Ph 5-Me 8-87 H H CHF₂ Ph 5-Me 8-88H H Cl Ph 5-Me 8-89 H H Et 4-Cl-Ph H 8-90 H H n-Pr 4-Cl-Ph H 8-91 H HCH₂Cl 4-Cl-Ph H 8-92 H H CHCl₂ 4-Cl-Ph H 8-93 H H CH₂F 4-Cl-Ph H 8-94 HH CHF₂ 4-Cl-Ph H 8-95 H H Cl 4-Cl-Ph H 8-96 H H Et 4-Me-Ph H 8-97 H Hn-Pr 4-Me-Ph H 8-98 H H CH₂Cl 4-Me-Ph H 8-99 H H CHCl₂ 4-Me-Ph H 8-100 HH CH₂F 4-Me-Ph H 8-101 H H CHF₂ 4-Me-Ph H 8-102 H H Cl 4-Me-Ph H 8-103 HH Et 2-pyridyl H 8-104 H H n-Pr 2-pyridyl H 8-105 H H CH₂Cl 2-pyridyl H8-106 H H CHCl₂ 2-pyridyl H 8-107 H H CH₂F 2-pyridyl H 8-108 H H CHF₂2-pyridyl H 8-109 H H Cl 2-pyridyl H 8-110 H H Me 2-pyridyl H 8-111 H HMe 5-Cl-pyridin-2-yl H 8-112 H H Me 5-Cl-pyridin-2-yl 5-Cl 8-113 H H Me5-Cl-pyridin-2-yl 5-Me 8-114 H H Me 5-Br-pyridin-2-yl H 8-115 H H Me5-Br-pyridin-2-yl 5-Cl 8-116 H H Me 5-Br-pyridin-2-yl 5-Me 8-117 H H Me5-F-pyridin-2-yl H 8-118 H H Me 5-Me-pyridin-2-yl H 8-119 H H Me5-Me-pyridin-2-yl 5-Me 8-120 H H Me 2,4-Cl₂-Ph H 8-121 H H Me4-(CH₂COOH)-Ph 5-Me 8-122 H H Me 3,4-Me₂-Ph 5-Me 8-123 H H Me 4-Br-Ph5-Me 8-124 H H Me 3,4-Me₂-Ph H 8-125 H H Me 3-Me-Ph H 8-126 H H Me4-F-Ph H 8-127 H H Me 4-(Me-CO)-Ph H 8-128 H H Me 4-tBu-Ph H 8-129 H HMe 4-Cl-3-Me-Ph H 8-130 H H n-Pr 4-Cl-Ph 5-Me 8-131 H H Me 3-pyridyl H8-132 H H Me 4-pyridyl H 8-133 H H C(O)OMe Ph H 8-134 H H Me6-Me-pyridin-3-yl H 8-135 H H Me 4-Cl-Ph 5-SO₂Me 8-136 H H Me 3-pyridyl5-Me 8-137 H H Me 2,3-Cl₂-Ph 5-Me 8-138 H H Me 2-pyridyl 5-Me 8-139 H HH 4-Cl-Ph 5-Me 8-140 H H Me 6-Cl-pyridin-3-yl H 8-141 H H Me Ph 5-Me8-142 H H Me 4-Me-pyridin-2-yl H 8-143 H H Me 4-Me-pyridin-2-yl 5-Me8-144 H H Me 4-Me-pyridin-2-yl 5-Cl 8-145 H H Me 4-Me-pyridin-2-yl 5-F8-146 H H Me 4-F-pyridin-2-yl H 8-147 H H Me 4-Cl-pyridin-2-yl H 8-148 HH Me 4-Br-pyridin-2-yl H 8-149 H H Me 4-OMe-pyridin-2-yl H 8-150 H H Me5-CF₃-pyridin-2-yl H 8-151 H H Me 6-OMe-pyridin-2-yl H 8-152 H H cyPr4-Cl-Ph H 8-153 H H CN 4-Cl-Ph H 8-154 H H CN 4-Cl-Ph 5-Me 8-155 H H CN4-Me-Ph H 8-156 H H CN 4-Me-Ph 5-Me 8-157 H H CN Ph H 8-158 H H CN Ph5-Me 8-159 H H CN 2-pyridyl H 8-160 H H CN 3-pyridyl H 8-161 H H CN5-Cl-pyridin-2-yl H 8-162 H H CN 5-Br-pyridin-2-yl H 8-163 H H CN5-F-pyridin-2-yl H 8-164 H H CN 5-Me-pyridin-2-yl H 8-165 H H CN6-Me-pyridin-3-yl H 8-166 H H CN 4-Me-pyridin-2-yl H 8-167 H H CN4-F-pyridin-2-yl H 8-168 H H CN 4-Cl-pyridin-2-yl H 8-169 H H CN4-Br-pyridin-2-yl H 8-170 H H CN 4-OMe-pyridin-2-yl H 8-171 H H formyl4-Cl-Ph H 8-172 H H formyl 4-Cl-Ph 5-Me 8-173 H H formyl 4-Me-Ph H 8-174H H formyl 4-Me-Ph 5-Me 8-175 H H formyl Ph H 8-176 H H formyl Ph 5-Me8-177 H H formyl 2-pyridyl H 8-178 H H formyl 3-pyridyl H 8-179 H Hformyl 5-Cl-pyridin-2-yl H 8-180 H H formyl 5-Br-pyridin-2-yl H 8-181 HH formyl 5-F-pyridin-2-yl H 8-182 H H formyl 5-Me-pyridin-2-yl H 8-183 HH formyl 6-Me-pyridin-3-yl H 8-184 H H formyl 4-Me-pyridin-2-yl H 8-185H H fomiyl 4-F-pyridin-2-yl H 8-186 H H formyl 4-Cl-pyridin-2-yl H 8-187H H formyl 4-Br-pyridin-2-yl H 8-188 H H formyl 4-OMe-pyridin-2-yl H8-189 H H CH₂OH 5-Me-pyridin-2-yl H 8-190 H H CH₂OH 4-Cl-Ph H 8-191 H HCH₂OH 4-Me-pyridin-2-yl H 8-192 H H CH₂OH 4-Me-Ph H 8-193 H H CH₂OH Ph H8-194 H H CH₂OH 2-pyridyl H 8-195 H H Me 2-thiazolyl H 8-196 H H Me2-thiazolyl 5-Cl 8-197 H H Me 2-thiazolyl 5-Me 8-198 H H Me4-Me-thiazol-2-yl H 8-199 H H Me 4-Me-thiazol-2-yl 5-Cl 8-200 H H Me4-Me-thiazol-2-yl 5-Me 8-201 H H Me 5-Me-thiazol-2-yl H 8-202 H H Me5-Br-thiazol-2-yl H 8-203 H H Me 5-Br-thiazol-2-yl 5-Me 8-204 H H Me5-Cl-thiazol-2-yl H 8-205 H H Me 4,6-Me₂-pyridin-2-yl H 8-206 H H Me4,6-Me₂-pyridin-2-yl 5-Me 8-207 H H Me 2-pyridyl 5-F 8-208 H H Me2-pyrazinyl H 8-209 H H Me 5-Me-pyrazin-2-yl H 8-210 H H Me 2-pyrazinyl5-Me 8-211 H H Me 1,3-benzothiazol-2-yl H 8-212 H H Me1,3-benzothiazol-2-yl 5-Me 8-213 H H Me 7-Cl-1,3-benzothiazol-2-yl H8-214 H H Me 1,5-Me₂-pyrazol-3-yl H 8-215 H H Me 1,5-Me₂-pyrazol-3-yl5-Me 8-216 H H Me 4,5-Me₂-thiazol-2-yl H 8-217 H H Me4,5-Cl₂-thiazol-2-yl H 8-218 H H Me 2-pyrimidinyl H 8-219 H H Me2-pyrimidinyl 5-Me 8-220 H H Me 5-F-pyrimidin-2-yl H 8-221 H H Me5-Cl-pyrimidin-2-yl H 8-222 H H Me 5-Br-pyrimidin-2-yl H 8-223 H H Me5-Me-pyrimidin-2-yl H 8-224 H H Me 5-Me-pyrimidin-2-yl 5-Me 8-225 H H Me4,6-Me₂-pyrimidin-2-yl H 8-226 H H Me 4,6-Me₂-pyrimidin-2-yl 5-Me 8-227H H Me 3-pyridazinyl H 8-228 H H Me 6-Me-pyridazin-3-yl H 8-229 H H Me3-(1,2,4)-triazinyl H 8-230 H H Me 6-Me-(1,2,4)-triazin-3-yl H 8-231 H HMe 3,5-Cl₂-Ph H 8-232 H H Me isoquinolin-3-yl H 8-233 H H Mequinolin-2-yl H

TABLE 9 Compounds of the formula (Ic′′′′) (Ic″″)

No. R¹ R⁴ R⁵ (R⁶)_(n) 9-1 Et Me Ph H 9-2 Et Me Ph 5-Me 9-3 Et Me 3-Cl-PhH 9-4 Et Me 4-Cl-Ph H 9-5 Et Me 4-Cl-Ph 5-Me 9-6 Et Me 2-thienyl H 9-7Et Me 3-thienyl H 9-8 Et Me 3-Me-2-thienyl H 9-9 Et Me 4-Me-2-thienyl H9-10 Et Me 5-Br-2-thienyl H 9-11 Et Me 5-Br-2-thienyl 5-Me 9-12 Et Me5-Cl-2-thienyl H 9-13 Et Me 5-Cl-2-thienyl 5-Me 9-14 Et Me 5-I-2-thienylH 9-15 Et Me 5-Me-2-thienyl H 9-16 Et Me 3-pyridyl H 9-17 Et Me6-MeO-pyridin-3-yl H 9-18 Et Me 6-OH-pyridin-3-yl H 9-19 Et Me6-Me-pyridin-3-yl H 9-20 Et Me 4-Me-Ph H 9-21 Et Me 4-Me-Ph 5-Me 9-22 EtMe 4-Br-Ph H 9-23 Et Me 4-F-Ph H 9-24 Et Me 4-F-Ph 5-Me 9-25 Et Me5-Cl-pyridin-2-yl H 9-26 Et Me 5-Br-pyridin-2-yl H 9-27 Et Me5-F-pyridin-2-yl H 9-28 Et Me 5-F-pyridin-2-yl 5-Me 9-29 Et Me5-Cl-pyridin-2-yl 5-Me 9-30 Et Me 5-Br-pyridin-2-yl 5-Me 9-31 Et Me5-Me-pyridin-2-yl H 9-32 Et Me 5-Me-pyridin-2-yl 5-Me 9-33 Et Me2-pyridyl 5-Me 9-34 Et Me 2-pyridyl H 9-35 Et Me 4-pyridyl H 9-36 Et Me4-Me-pyridin-2-yl H 9-37 Et Me 4-Me-pyridin-2-yl 5-Me 9-38 Et Me2-thiazolyl H 9-39 Et Me 4-Me-thiazol-2-yl H 9-40 Et Me5-Br-thiazol-2-yl H 9-41 Et Me 5-Cl-thiazol-2-yl H 9-42 Et Me5-Me-thiazol-2-yl H 9-43 Et Me 4,5-Me₂-thiazol-2-yl H 9-44 Et Me4,5-Cl₂-thiazol-2-yl H 9-45 Et Me 4,6-Me₂-pyridin-2-yl H 9-46 Et Me2-pyrazinyl H 9-47 Et Me 2-pyrimidinyl H 9-48 Et Me 2-pyrimidinyl 5-Me9-49 Et Me 5-Cl-pyrimidin-2-yl H 9-50 Et Me 5-Br-pyrimidin-2-yl H 9-51Et Me 5-Me-pyrimidin-2-yl H 9-52 Et Me 5-Me-pyrimidin-2-yl 5-Me 9-53 EtMe 4,6-Me₂-pyrimidin-2-yl H 9-54 Et Me 4,6-Me₂-pyrimidin-2-yl 5-Me 9-55Et Me 1,3-benzothiazol-2-yl H 9-56 Et Me 7-Cl-1,3-benzothiazol-2-yl H9-57 Et Me 1,5-Me₂-pyrazol-3-yl H 9-58 Et Me 5-Me-pyrazin-2-yl H 9-59 EtMe 5-F-pyrimidin-2-yl H 9-60 Et Me 4,6-Me₂-pyrimidin-2-yl H 9-61 Et Me3-pyridazinyl H 9-62 Et Me 6-Me-pyridazin-3-yl H 9-63 Et Me1,2,4-triazin-3-yl H 9-64 Et Me 6-Me-1,2,4-triazin-3-yl H 9-65 Pr Me PhH 9-66 Pr Me 4-Cl-Ph H 9-67 Pr Me 2-thienyl H 9-68 Pr Me 3-pyridyl H9-69 Pr Me 6-Me-pyridin-3-yl H 9-70 Pr Me 4-Me-Ph H 9-71 Pr Me 4-Br-Ph H9-72 Pr Me 4-F-Ph H 9-73 Pr Me 5-Cl-pyridin-2-yl H 9-74 Pr Me5-Br-pyridin-2-yl H 9-75 Pr Me 5-F-pyridin-2-yl H 9-76 Pr Me5-Me-pyridin-2-yl H 9-77 Pr Me 2-pyridyl H 9-78 Pr Me 4-pyridyl H 9-79i-Pr Me Ph H 9-80 i-Pr Me 4-Cl-Ph H 9-81 i-Pr Me 2-thienyl H 9-82 i-PrMe 3-pyridyl H 9-83 i-Pr Me 6-Me-pyridin-3-yl H 9-84 i-Pr Me 4-Me-Ph H9-85 i-Pr Me 4-Br-Ph H 9-86 i-Pr Me 4-F-Ph H 9-87 i-Pr Me5-Cl-pyridin-2-yl H 9-88 i-Pr Me 5-Br-pyridin-2-yl H 9-89 i-Pr Me5-F-pyridin-2-yl H 9-90 i-Pr Me 5-Me-pyridin-2-yl H 9-91 i-Pr Me2-pyridyl H 9-92 i-Pr Me 4-pyridyl H 9-93 CH₂Ph Me Ph H 9-94 CH₂Ph Me4-Cl-Ph H 9-95 CH₂Ph Me 2-thienyl H 9-96 CH₂Ph Me 2-pyridyl H 9-97prop-2-yn-1-yl Me Ph H 9-98 prop-2-yn-1-yl Me 4-Cl-Ph H 9-99prop-2-yn-1-yl Me 2-thienyl H 9-100 prop-2-yn-1-yl Me 3-thienyl H 9-101prop-2-yn-1-yl Me 3-Me-2-thienyl H 9-102 prop-2-yn-1-yl Me4-Me-2-thienyl H 9-103 prop-2-yn-1-yl Me 5-Cl-2-thienyl H 9-104prop-2-yn-1-yl Me 5-Me-2-thienyl H 9-105 prop-2-yn-1-yl Me 3-pyridyl H9-106 prop-2-yn-1-yl Me 6-MeO-pyridin-3-yl H 9-107 prop-2-yn-1-yl H Ph H9-108 prop-2-yn-1-yl Me 6-Me-pyridin-3-yl H 9-109 prop-2-yn-1-yl Me4-Me-Ph H 9-110 prop-2-yn-1-yl Me 4-Br-Ph H 9-111 prop-2-yn-1-yl Me4-F-Ph H 9-112 prop-2-yn-1-yl Me 5-Cl-pyridin-2-yl H 9-113prop-2-yn-1-yl Me 5-Br-pyridin-2-yl H 9-114 prop-2-yn-1-yl Me5-F-pyridin-2-yl H 9-115 prop-2-yn-1-yl Me 5-Me-pyridin-2-yl H 9-116prop-2-yn-1-yl Me 2-pyridyl H 9-117 prop-2-yn-1-yl Me 4-pyridyl H 9-118prop-2-yn-1-yl Me 4-Cl-Ph 5-Me 9-119 prop-2-yn-1-yl Me Ph 5-Me 9-120cyclopropylmethyl Me Ph H 9-121 cyclopropylmethyl Me 4-Cl-Ph H 9-122cyclopropylmethyl Me 2-thienyl H 9-123 cyclopropylmethyl Me 3-thienyl H9-124 cyclopropylmethyl Me 3-Me-2-thienyl H 9-125 cyclopropylmethyl Me3-pyridyl H 9-126 cyclopropylmethyl Me 5-Cl-2-thienyl H 9-127cyclopropylmethyl Me 5-Me-2-thienyl H 9-128 cyclopropylmethyl Me4-Me-2-thienyl H 9-129 cyclopropylmethyl Me 6-MeO-pyridin-3-yl H 9-130cyclopropylmethyl Me 6-OH-pyridin-3-yl H 9-131 cyclopropylmethyl Me6-Me-pyridin-3-yl H 9-132 cyclopropylmethyl Me 4-Me-Ph H 9-133cyclopropylmethyl Me 4-Br-Ph H 9-134 cyclopropylmethyl Me 4-F-Ph H 9-135cyclopropylmethyl Me 5-Cl-pyridin-2-yl H 9-136 cyclopropylmethyl Me5-Br-pyridin-2-yl H 9-137 cyclopropylmethyl Me 5-F-pyridin-2-yl H 9-138cyclopropylmethyl Me 5-Me-pyridin-2-yl H 9-139 cyclopropylmethyl Me2-pyridyl H 9-140 cyclopropylmethyl Me 4-pyridyl H 9-141cyclopropylmethyl Me 4-Cl-Ph 5-Me 9-142 cyclopropylmethyl Me Ph 5-Me9-143 cyclopropylmethyl H Ph H 9-144 3,3-dichloro-2-fluoroprop-2-en-1-ylMe Ph H 9-145 3,3-dichloro-2-fluoroprop-2-en-1-yl Me 4-Cl-Ph H 9-1463,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-thienyl H 9-1473,3-dichloro-2-fluoroprop-2-en-1-yl Me 2-pyridyl H 9-148(1-methylcyclopropyl)methyl Me Ph H 9-149 (1-methylcyclopropyl)methyl Me4-Cl-Ph H 9-150 (1-methylcyclopropyl)methyl Me 2-thienyl H 9-151(1-methylcyclopropyl)methyl Me 2-pyridyl H 9-152 4-chlorobut-2-yn-1-ylMe Ph H 9-153 4-chlorobut-2-yn-1-yl Me 4-Cl-Ph H 9-1544-chlorobut-2-yn-1-yl Me 2-thienyl H 9-155 4-chlorobut-2-yn-1-yl Me2-pyridyl H 9-156 (2,2-dichlorocyclopropyl)methyl Me Ph H 9-157(2,2-dichlorocyclopropyl)methyl Me 4-Cl-Ph H 9-158(2,2-dichlorocyclopropyl)methyl Me 2-thienyl H 9-159(2,2-dichlorocyclopropyl)methyl Me 2-pyridyl H 9-160 but-2-yn-1-yl Me PhH 9-161 but-2-yn-1-yl Me 4-Cl-Ph H 9-162 but-2-yn-1-yl Me 2-thienyl H9-163 but-2-yn-1-yl Me 3-thienyl H 9-164 but-2-yn-1-yl Me 3-Me-2-thienylH 9-165 but-2-yn-1-yl Me 4-Me-2-thienyl H 9-166 but-2-yn-1-yl Me5-Cl-2-thienyl H 9-167 but-2-yn-1-yl Me 5-Me-2-thienyl H 9-168but-2-yn-1-yl Me 3-pyridyl H 9-169 but-2-yn-1-yl Me 6-MeO-pyridin-3-yl H9-170 but-2-yn-1-yl H Ph H 9-171 but-2-yn-1-yl Me 6-Me-pyridin-3-yl H9-172 but-2-yn-1-yl Me 4-Me-Ph H 9-173 but-2-yn-1-yl Me 4-Br-Ph H 9-174but-2-yn-1-yl Me 4-F-Ph H 9-175 but-2-yn-1-yl Me 5-Cl-pyridin-2-yl H9-176 but-2-yn-1-yl Me 5-Br-pyridin-2-yl H 9-177 but-2-yn-1-yl Me5-F-pyridin-2-yl H 9-178 but-2-yn-1-yl Me 5-Me-pyridin-2-yl H 9-179but-2-yn-1-yl Me 2-pyridyl H 9-180 but-2-yn-1-yl Me 4-pyridyl H 9-181but-2-yn-1-yl Me 4-Cl-Ph 5-Me 9-182 but-2-yn-1-yl Me Ph 5-Me 9-1831-methylprop-2-yn-1-yl Me Ph H 9-184 1-methylprop-2-yn-1-yl Me 4-Cl-Ph H9-185 1-methylprop-2-yn-1-yl Me 2-thienyl H 9-186 1-methylprop-2-yn-1-ylMe 2-pyridyl H 9-187 1-cyclopropylethyl Me Ph H 9-188 1-cyclopropylethylMe 4-Cl-Ph H 9-189 1-cyclopropylethyl Me 2-thienyl H 9-1901-cyclopropylethyl Me 2-pyridyl H 9-191 allyl Me Ph H 9-192 allyl Me4-Cl-Ph H 9-193 allyl Me 2-thienyl H 9-194 allyl Me 2-pyridyl H 9-1953-methylbut-2-en-1-yl Me Ph H 9-196 3-methylbut-2-en-1-yl Me 4-Cl-Ph H9-197 3-methylbut-2-en-1-yl Me 2-thienyl H 9-198 3-methylbut-2-en-1-ylMe 2-pyridyl H 9-199 2-methylprop-2-en-1-yl Me Ph H 9-2002-methylprop-2-en-1-yl Me 4-Cl-Ph H 9-201 2-methylprop-2-en-1-yl Me2-thienyl H 9-202 2-methylprop-2-en-1-yl Me 2-pyridyl H 9-203(2E)-1-methylbut-2-en-1-yl Me Ph H 9-204 (2E)-1-methylbut-2-en-1-yl Me4-Cl-Ph H 9-205 (2E)-1-methylbut-2-en-1-yl Me 2-thienyl H 9-206(2E)-1-methylbut-2-en-1-yl Me 2-pyridyl H 9-207 3-phenylprop-2-yn-1-ylMe Ph H 9-208 3-phenylprop-2-yn-1-yl Me 4-Cl-Ph H 9-2093-phenylprop-2-yn-1-yl Me 2-thienyl H 9-210 3-phenylprop-2-yn-1-yl Me2-pyridyl H 9-211 cyclobutylmethyl Me Ph H 9-212 cyclobutylmethyl Me4-Cl-Ph H 9-213 cyclobutylmethyl Me 2-thienyl H 9-214 cyclobutylmethylMe 2-pyridyl H 9-215 cyclopentylmethyl Me Ph H 9-216 cyclopentylmethylMe 4-Cl-Ph H 9-217 cyclopentylmethyl Me 2-thienyl H 9-218cyclopentylmethyl Me 2-pyridyl H 9-219 cyclohexylmethyl Me Ph H 9-220cyclohexylmethyl Me 4-Cl-Ph H 9-221 cyclohexylmethyl Me 2-thienyl H9-222 cyclohexylmethyl Me 2-pyridyl H 9-223 but-3-en-1-yl Me Ph H 9-224but-3-en-1-yl Me 4-Cl-Ph H 9-225 but-3-en-1-yl Me 2-thienyl H 9-226but-3-en-1-yl Me 2-pyridyl H 9-227 2-chloroprop-2-en-1-yl Me Ph H 9-2282-chloroprop-2-en-1-yl Me 4-Cl-Ph H 9-229 2-chloroprop-2-en-1-yl Me2-thienyl H 9-230 2-chloroprop-2-en-1-yl Me 3-thienyl H 9-2312-chloroprop-2-en-1-yl Me 3-Me-2-thienyl H 9-232 2-chloroprop-2-en-1-ylMe 4-Me-2-thienyl H 9-233 2-chloroprop-2-en-1-yl Me 5-Cl-2-thienyl H9-234 2-chloroprop-2-en-1-yl Me 5-Me-2-thienyl H 9-2352-chloroprop-2-en-1-yl Me 3-pyridyl H 9-236 2-chloroprop-2-en-1-yl Me6-MeO-pyridin-3-yl H 9-237 2-chloroprop-2-en-1-yl Me 6-OH-pyridin-3-yl H9-238 2-chloroprop-2-en-1-yl Me 6-Me-pyridin-3-yl H 9-2392-chloroprop-2-en-1-yl Me 4-Me-Ph H 9-240 2-chloroprop-2-en-1-yl Me4-Br-Ph H 9-241 2-chloroprop-2-en-1-yl Me 4-F-Ph H 9-2422-chloroprop-2-en-1-yl Me 5-Cl-pyridin-2-yl H 9-2432-chloroprop-2-en-1-yl Me 5-Br-pyridin-2-yl H 9-2442-chloroprop-2-en-1-yl Me 5-F-pyridin-2-yl H 9-2452-chloroprop-2-en-1-yl Me 5-Me-pyridin-2-yl H 9-2462-chloroprop-2-en-1-yl Me 2-pyridyl H 9-247 2-chloroprop-2-en-1-yl Me4-pyridyl H 9-248 2-chloroprop-2-en-1-yl Me 4-Cl-Ph 5-Me 9-2492-chloroprop-2-en-1-yl Me Ph 5-Me 9-250 2-chloroprop-2-en-1-yl H Ph H9-251 2-methoxyethyl Me Ph H 9-252 2-methoxyethyl Me 4-Cl-Ph H 9-2532-methoxyethyl Me 2-thienyl H 9-254 2-methoxyethyl Me 2-pyridyl H 9-255tetrahydrofuran-2-ylmethyl Me Ph H 9-256 tetrahydrofuran-2-ylmethyl Me4-Cl-Ph H 9-257 tetrahydrofuran-2-ylmethyl Me 2-thienyl H 9-258tetrahydrofuran-2-ylmethyl Me 2-pyridyl H 9-259 2-(dimethylamino)ethylMe Ph H 9-260 2-(dimethylamino)ethyl Me 4-Cl-Ph H 9-2612-(dimethylamino)ethyl Me 2-thienyl H 9-262 2-(dimethylamino)ethyl Me2-pyridyl H 9-263 oxetan-3-yl Me Ph H 9-264 oxetan-3-yl Me 4-Cl-Ph H9-265 oxetan-3-yl Me 2-thienyl H 9-266 oxetan-3-yl Me 2-pyridyl H 9-267(3-methyloxetan-3-yl)methyl Me Ph H 9-268 (3-methyloxetan-3-yl)methyl Me4-Cl-Ph H 9-269 (3-methyloxetan-3-yl)methyl Me 2-thienyl H 9-270(3-methyloxetan-3-yl)methyl Me 2-pyridyl H 9-271 2,2,2-trifluoroethyl MePh H 9-272 2,2,2-trifluoroethyl Me 4-Cl-Ph H 9-273 2,2,2-trifluoroethylMe 2-thienyl H 9-274 2,2,2-trifluoroethyl Me 3-pyridyl H 9-2752,2,2-trifluoroethyl Me 6-Me-pyridin-3-yl H 9-276 2,2,2-trifluoroethylMe 4-Me-Ph H 9-277 2,2,2-trifluoroethyl Me 4-Br-Ph H 9-2782,2,2-trifluoroethyl Me 4-F-Ph H 9-279 2,2,2-trifluoroethyl Me5-Cl-pyridin-2-yl H 9-280 2,2,2-trifluoroethyl Me 5-Br-pyridin-2-yl H9-281 2,2,2-trifluoroethyl Me 5-F-pyridin-2-yl H 9-2822,2,2-trifluoroethyl Me 5-Me-pyridin-2-yl H 9-283 2,2,2-trifluoroethylMe 2-pyridyl H 9-284 2,2,2-trifluoroethyl Me 4-pyridyl H 9-285CH₂(4-Cl-Ph) Me Ph H 9-286 CH₂(4-Cl-Ph) Me 4-Cl-Ph H 9-287 CH₂(4-Cl-Ph)Me 2-thienyl H 9-288 CH₂(4-Cl-Ph) Me 3-pyridyl H 9-289 CH₂(4-Cl-Ph) Me6-Me-pyridin-3-yl H 9-290 CH₂(4-Cl-Ph) Me 4-Me-Ph H 9-291 CH₂(4-Cl-Ph)Me 4-Br-Ph H 9-292 CH₂(4-Cl-Ph) Me 4-F-Ph H 9-293 CH₂(4-Cl-Ph) Me5-Cl-pyridin-2-yl H 9-294 CH₂(4-Cl-Ph) Me 5-Br-pyridin-2-yl H 9-295CH₂(4-Cl-Ph) Me 5-F-pyridin-2-yl H 9-296 CH₂(4-Cl-Ph) Me5-F-pyridin-2-yl H 9-296 CH₂(4-Cl-Ph) Me 5-Me-pyridin-2-yl H 9-297CH₂(4-Cl-Ph) Me 2-pyridyl H 9-298 CH₂(4-Cl-Ph) Me 4-pyridyl H 9-299CH₂(4-F-Ph) Me Ph H 9-300 CH₂(4-F-Ph) Me 4-Cl-Ph H 9-301 CH₂(4-F-Ph) Me2-thienyl H 9-302 CH₂(4-F-Ph) Me 3-pyridyl H 9-303 CH₂(4-F-Ph) Me6-Me-pyridin-3-yl H 9-304 CH₂(4-F-Ph) Me 4-Me-Ph H 9-305 CH₂(4-F-Ph) Me4-Br-Ph H 9-306 CH₂(4-F-Ph) Me 4-F-Ph H 9-307 CH₂(4-F-Ph) Me5-Cl-pyridin-2-yl H 9-308 CH₂(4-F-Ph) Me 5-Br-pyridin-2-yl H 9-309CH₂(4-F-Ph) Me 5-F-pyridin-2-yl H 9-310 CH₂(4-F-Ph) Me 5-Me-pyridin-2-ylH 9-311 CH₂(4-F-Ph) Me 2-pyridyl H 9-312 CH₂(4-F-Ph) Me 4-pyridyl H9-313 CH₂(4-OMe-Ph) Me Ph H 9-314 CH₂(4-OMe-Ph) Me 4-Cl-Ph H 9-315CH₂(4-OMe-Ph) Me 2-thienyl H 9-316 CH₂(4-OMe-Ph) Me 3-pyridyl H 9-317CH₂(4-OMe-Ph) Me 6-Me-pyridin-3-yl H 9-318 CH₂(4-OMe-Ph) Me 4-Me-Ph H9-319 CH₂(4-OMe-Ph) Me 4-Br-Ph H 9-320 CH₂(4-OMe-Ph) Me 4-F-Ph H 9-321CH₂(4-OMe-Ph) Me 5-Cl-pyridin-2-yl H 9-322 CH₂(4-OMe-Ph) Me5-Br-pyridin-2-yl H 9-323 CH₂(4-OMe-Ph) Me 5-F-pyridin-2-yl H 9-324CH₂(4-OMe-Ph) Me 5-Me-pyridin-2-yl H 9-325 CH₂(4-OMe-Ph) Me 2-pyridyl H9-326 CH₂(4-OMe-Ph) Me 4-pyridyl H 9-327 2,2-difluoroethyl Me Ph H 9-3282,2-difluoroethyl Me 4-Cl-Ph H 9-329 2,2-difluoroethyl Me 2-thienyl H9-330 2,2-difluoroethyl Me 2-pyridyl H 9-331 Ph Me Ph H 9-332 Ph Me4-Cl-Ph H 9-333 Ph Me 2-thienyl H 9-334 Ph Me 2-pyridyl H 9-3352-fluoroethyl Me Ph H 9-336 2-fluoroethyl Me 4-Cl-Ph H 9-3372-fluoroethyl Me 2-thienyl H 9-338 2-fluoroethyl Me 2-pyridyl H 9-3392,2,3,3,3-pentafluoropropyl Me Ph H 9-340 2,2,3,3,3-pentafluoropropyl Me4-Cl-Ph H 9-341 2,2,3,3,3-pentafluoropropyl Me 2-thienyl H 9-3422,2,3,3,3-pentafluoropropyl Me 2-pyridyl H 9-3431-ethyl-5-methyl-1H-pyrazol-4-methyl Me Ph H 9-3441-ethyl-5-methyl-1H-pyrazol-4-methyl Me 4-Cl-Ph H 9-3451-ethyl-5-methyl-1H-pyrazol-4-methyl Me 2-thienyl H 9-3461-ethyl-5-methyl-1H-pyrazol-4-methyl Me 2-pyridyl H 9-347 but-3-yn-2-ylMe 5-Cl-pyridin-2-yl H 9-348 but-3-yn-2-yl Me isoquinolin-3-yl H 9-349but-3-yn-2-yl Me quinolin-2-yl H 9-350 but-3-yn-2-yl Me Ph H 9-351but-3-yn-2-yl Me 4-Cl-Ph H 9-352 but-3-yn-2-yl Me 2-thienyl H 9-353but-3-yn-2-yl Me 3-pyridyl H 9-354 but-3-yn-2-yl Me 6-Me-pyridin-3-yl H9-355 but-3-yn-2-yl Me 4-Me-Ph H 9-356 but-3-yn-2-yl Me 4-Br-Ph H 9-357but-3-yn-2-yl Me 4-F-Ph H 9-358 but-3-yn-2-yl Me 5-Br-pyridin-2-yl H9-359 but-3-yn-2-yl Me 5-F-pyridin-2-yl H 9-360 but-3-yn-2-yl Me5-Me-pyridin-2-yl H 9-361 but-3-yn-2-yl Me 2-pyridyl H 9-362but-3-yn-2-yl Me 4-pyridyl H 9-363 Et Me isoquinolin-3-yl H 9-364 Et Mequinolin-2-yl H

TABLE 10 Compounds of the formula (Id″) (Id″)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 10-1 H H Ph Ph H 10-2 H H Me Ph H 10-3 H H Me5-I-2-thienyl H 10-4 H H Me 2-furyl H 10-5 H H Me Ph 3-OMe 10-6 Me H MePh 5-Me 10-7 H H Me Ph 3-Cl 10-8 H H Me Ph 5-CF₃ 10-9 H H Me Ph 3-CF₃10-10 H H Me Ph 5-Me 10-11 H H Me Ph 3,5-Me₂ 10-12 H H Me Ph 3,5-Cl₂10-13 H H Me 4-MeO-Ph 5-Me 10-14 H H Me 4-MeO-Ph H 10-15 Me H Me Ph H10-16 H H Me 4-Me-Ph 5-Me 10-17 H H Me 4-Me-Ph 5-Cl 10-18 H H Me 4-Me-PhH 10-19 H H Me 3-Cl-Ph H 10-20 H H Me 3-CF₃-Ph H 10-21 H H Me 3-CF₃-Ph5-Me 10-22 H H Me 3,4-Cl₂-Ph 5-Me 10-23 H H Me 3-Cl-Ph 5-Me 10-24 H H Me2-Cl-Ph 5-Me 10-25 H H Me 2,4-Cl₂-Ph 5-Me 10-26 H H Me 4-CF₃-Ph 5-Me10-27 H H Me 4-Cl-Ph 5-Me 10-28 H H Me 4-Cl-Ph H 10-29 H H Me 3,4-Cl₂-PhH 10-30 H H Me 4-CF₃-Ph H 10-31 H H Me 4-Cl-Ph 5-Cl 10-32 H H Me Ph 5-Cl10-33 H H Me 2-Cl-Ph H 10-34 H H Me 4-tBu-Ph 5-Me 10-35 H H Me3,5-Me₂-Ph 5-Me 10-36 H H Me Ph 5-OMe 10-37 H H Me 4-Cl-Ph 5-OMe 10-38 HH Me 4-Me-Ph 5-Me 10-39 H H Me 4-F-Ph 5-Cl 10-40 H H Me 4-F-Ph 5-Me10-41 H H Me 3-Me-Ph 5-Me 10-42 H H Me 4-(COOH)-Ph 5-Me 10-43 H H Me3-Br-Ph 5-Me 10-44 H H Me 4-Ph-Ph 5-Me 10-45 H H Me 4-(COOH)-Ph H 10-46H H Me 3,5-Me₂-Ph H 10-47 H H Me Ph 5-SMe 10-48 H H Me 4-Cl-Ph 5-SMe10-49 H H Me 3-Cl-4-Me-Ph H 10-50 H H Me 3-CF₃-4-Cl-Ph H 10-51 H H Me3-CF₃-4-Cl-Ph 5-Me 10-52 H H Me 3-Cl-4-Me-Ph 5-Me 10-53 H H Me 2-pyridyl5-Cl 10-54 H H Me 4-Cl-Ph 5-F 10-55 H H Me 2-thienyl 5-Me 10-56 H H Me3-Me-2-thienyl 5-Me 10-57 H H Me 4-Me-2-thienyl 5-Me 10-58 H H Me5-Cl-2-thienyl 5-Me 10-59 H H Me 5-Cl-2-thienyl 5-Cl 10-60 H H Me3-thienyl 5-Me 10-61 H H Me 2-thienyl H 10-62 H H Me 3-Me-2-thienyl H10-63 H H Me 4-Me-2-thienyl H 10-64 H H Me 5-Cl-2-thienyl H 10-65 H H Me5-Me-2-thienyl H 10-66 H H Me 6-MeO-pyridin-3-yl H 10-67 H H Me5-Br-2-thienyl H 10-68 H H Me 5-Br-2-thienyl 5-Me 10-69 H H Me 3-thienylH 10-70 H H Me 4-Cl-Ph 5-S(O)Me 10-71 H H Me 4-Br-Ph 5-Me 10-72 H H Me1,3-benzodioxol-5-yl 5-Me 10-73 H H Me 4-I-Ph 5-Me 10-74 H H Me3,5-Cl₂-Ph 5-Me 10-75 H H Me 4-PhO-Ph 5-Me 10-76 H H Me6-OH-pyridin-3-yl H 10-77 H H Me Ph 5-S(O)Me 10-78 H H H Ph H 10-79 H HH Ph 5-Me 10-80 H H Et Ph H 10-81 H H n-Pr Ph H 10-82 H H CH₂Cl Ph H10-83 H H CHCl₂ Ph H 10-84 H H CH₂F Ph H 10-85 H H CHF₂ Ph H 10-86 H HCl Ph H 10-87 H H Et Ph 5-Me 10-88 H H n-Pr Ph 5-Me 10-89 H H CH₂Cl Ph5-Me 10-90 H H CHCl₂ Ph 5-Me 10-91 H H CH₂F Ph 5-Me 10-92 H H CHF₂ Ph5-Me 10-93 H H Cl Ph 5-Me 10-94 H H Et 4-Cl-Ph H 10-95 H H n-Pr 4-Cl-PhH 10-96 H H CH₂Cl 4-Cl-Ph H 10-97 H H CHCl₂ 4-Cl-Ph H 10-98 H H CH₂F4-Cl-Ph H 10-99 H H CHF₂ 4-Cl-Ph H 10-100 H H Cl 4-Cl-Ph H 10-101 H H Et4-Me-Ph H 10-102 H H n-Pr 4-Me-Ph H 10-103 H H CH₂Cl 4-Me-Ph H 10-104 HH CHCl₂ 4-Me-Ph H 10-105 H H CH₂F 4-Me-Ph H 10-106 H H CHF₂ 4-Me-Ph H10-107 H H Cl 4-Me-Ph H 10-108 H H Et 2-pyridyl H 10-109 H H n-Pr2-pyridyl H 10-110 H H CH₂Cl 2-pyridyl H 10-111 H H CHCl₂ 2-pyridyl H10-112 H H CH₂F 2-pyridyl H 10-113 H H CHF₂ 2-pyridyl H 10-114 H H Cl2-pyridyl H 10-115 H H Me 2-pyridyl H 10-116 H H Me 5-Cl-pyridin-2-yl H10-117 H H Me 5-Cl-pyridin-2-yl 5-Cl 10-118 H H Me 5-Cl-pyridin-2-yl5-Me 10-119 H H Me 5-Br-pyridin-2-yl H 10-120 H H Me 5-Br-pyridin-2-yl5-Cl 10-121 H H Me 5-Br-pyridin-2-yl 5-Me 10-122 H H Me 5-F-pyridin-2-ylH 10-123 H H Me 5-Me-pyridin-2-yl H 10-124 H H Me 5-Me-pyridin-2-yl 5-Me10-125 H H Me 2,4-Cl₂-Ph H 10-126 H H Me 4-CH₂COOH-Ph 5-Me 10-127 H H Me3,4-Me₂-Ph 5-Me 10-128 H H Me 4-Br-Ph H 10-129 H H Me 3,4-Me₂-Ph H10-130 H H Me 3-Me-Ph H 10-131 H H Me 4-F-Ph H 10-132 H H Me4-(Me-CO)-Ph H 10-133 H H Me 4-tBu-Ph H 10-134 H H Me 4-Cl-3-Me-Ph H10-135 H H n-Pr 4-Cl-Ph 5-Me 10-136 H H Me 3-pyridyl H 10-137 H H Me4-pyridyl H 10-138 H H C(O)OMe Ph H 10-139 H H Me 6-Me-pyridin-3-yl H10-140 H H Me 4-Cl-Ph 5-SO₂Me 10-141 H H Me 3-pyridyl 5-Me 10-142 H H Me2,3-Cl₂-Ph 5-Me 10-143 H H Me 2-pyridyl 5-Me 10-144 H H H 4-Cl-Ph 5-Me10-145 H H Me 6-Cl-pyridin-3-yl H 10-146 H H Me Ph 3-Me 10-147 H H Me4-Me-pyridin-2-yl H 10-148 H H Me 4-Me-pyridin-2-yl 5-Me 10-149 H H Me4-Me-pyridin-2-yl 5-Cl 10-150 H H Me 4-Me-pyridin-2-yl 5-F 10-151 H H Me4-F-pyridin-2-yl H 10-152 H H Me 4-Cl-pyridin-2-yl H 10-153 H H Me4-Br-pyridin-2-yl H 10-154 H H Me 4-OMe-pyridin-2-yl H 10-155 H H Me5-CF₃-pyridin-2-yl H 10-156 H H Me 6-OMe-pyridin-2-yl H 10-157 H H cyPr4-Cl-Ph H 10-158 H H CN 4-Cl-Ph H 10-159 H H CN 4-Cl-Ph 5-Me 10-160 H HCN 4-Me-Ph H 10-161 H H CN 4-Me-Ph 5-Me 10-162 H H CN Ph H 10-163 H H CNPh 5-Me 10-164 H H CN 2-pyridyl H 10-165 H H CN 3-pyridyl H 10-166 H HCN 5-Cl-pyridin-2-yl H 10-167 H H CN 5-Br-pyridin-2-yl H 10-168 H H CN5-F-pyridin-2-yl H 10-169 H H CN 5-Me-pyridin-2-yl H 10-170 H H CN6-Me-pyridin-3-yl H 10-171 H H CN 4-Me-pyridin-2-yl H 10-172 H H CN4-F-pyridin-2-yl H 10-173 H H CN 4-Cl-pyridin-2-yl H 10-174 H H CN4-Br-pyridin-2-yl H 10-175 H H CN 4-OMe-pyridin-2-yl H 10-176 H H formyl4-Cl-Ph H 10-177 H H formyl 4-Cl-Ph 5-Me 10-178 H H formyl 4-Me-Ph H10-179 H H formyl 4-Me-Ph 5-Me 10-180 H H formyl Ph H 10-181 H H formylPh 5-Me 10-182 H H formyl 2-pyridyl H 10-183 H H formyl 3-pyridyl H10-184 H H formyl 5-Cl-pyridin-2-yl H 10-185 H H formyl5-Br-pyridin-2-yl H 10-186 H H formyl 5-F-pyridin-2-yl H 10-187 H Hformyl 5-Me-pyridin-2-yl H 10-188 H H formyl 6-Me-pyridin-3-yl H 10-189H H formyl 4-Me-pyridin-2-yl H 10-190 H H formyl 4-F-pyridin-2-yl H10-191 H H formyl 4-Cl-pyridin-2-yl H 10-192 H H formyl4-Br-pryidin-2-yl H 10-193 H H formyl 4-OMe-pyridin-2-yl H 10-194 H HCH₂OH 5-Me-pyridin-2-yl H 10-195 H H CH₂OH 4-Cl-Ph H 10-196 H H CH₂OH4-Me-pyridin-2-yl H 10-197 H H CH₂OH 4-Me-Ph H 10-198 H H CH₂OH Ph H10-199 H H CH₂OH 2-pyridyl H 10-200 H H Me 2-thiazolyl H 10-201 H H Me2-thiazolyl 5-Cl 10-202 H H Me 2-thiazolyl 5-Me 10-203 H H Me4-Me-thiazol-2-yl H 10-204 H H Me 4-Me-thiazol-2-yl 5-Cl 10-205 H H Me4-Me-thiazol-2-yl 5-Me 10-206 H H Me 5-Me-thiazol-2-yl H 10-207 H H Me5-Br-thiazol-2-yl H 10-208 H H Me 5-Br-thiazol-2-yl 5-Me 10-209 H H Me5-Cl-thiazol-2-yl H 10-210 H H Me 4,6-Me₂-pyridin-2-yl H 10-211 H H Me4,6-Me₂-pyridin-2-yl 5-Me 10-212 H H Me 2-pyridyl 5-F 10-213 H H Me2-pyrazinyl H 10-214 H H Me 5-Me-pyrazin-2-yl H 10-215 H H Me2-pyrazinyl 5-Me 10-216 H H Me 1,3-benzothiazol-2-yl H 10-217 H H Me1,3-benzothiazol-2-yl 5-Me 10-218 H H Me 7-Cl-1,3-benzothiazol-2-yl H10-219 H H Me 1,5-Me₂-pyrazol-3-yl H 10-220 H H Me 1,5-Me₂-pyrazol-3-yl5-Me 10-221 H H Me 4,5-Me₂-thiazol-2-yl H 10-222 H H Me4,5-Cl₂-thiazol-2-yl H 10-223 H H Me 2-pyrimidinyl H 10-224 H H Me2-pyrimidinyl 5-Me 10-225 H H Me 5-F-pyrimidin-2-yl H 10-226 H H Me5-Cl-pyrimidin-2-yl H 10-227 H H Me 5-Br-pyrimidin-2-yl H 10-228 H H Me5-Me-pyrimidin-2-yl H 10-229 H H Me 5-Me-pyrimidin-2-yl 5-Me 10-230 H HMe 4,6-Me₂-pyrimidin-2-yl H 10-231 H H Me 4,6-Me₂-pyrimidin-2-yl 5-Me10-232 H H Me 3-pyridazinyl H 10-233 H H Me 6-Me-pyridazin-3-yl H 10-234H H Me 1,2,4-triazin-3-yl H 10-235 H H Me 6-Me-1,2,4-triazin-3-yl H10-236 H H Me 4-Cl-Ph 2-OMe 10-237 Me H Me 2-pyridyl 2-OMe 10-238 Me HMe 4-Cl-Ph 2-OMe 10-239 H H Me 3,5-Cl₂-Ph H 10-240 H H Meisoquinolin-3-yl H 10-241 H H Me quinolin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 10-236 (CDCl₃, 400 MHz, δ in ppm):

2.39 (s, 3H); 3.23 (s, 3H); 3.39 (s, 2H); 7.24 (d, 2H); 7.38 (d, 2H);8.01 (d, 1H); 8.63 (d, 1H).m.p.: 169-171° C.

NMR compound 10-237 (CDCl₃, 400 MHz, δ in ppm):

1.51 (d, 3H); 2.49 (s, 3H); 3.29 (s, 3H); 3.72 (q, 1H); 7.30 (m, 1H);7.46 (m, 1H); 7.82 (m, 1H); 8.10 (d, 1H); 8.64 (d, 1H); 8.70 (m, 1H);14.32 (brs, 1H).

NMR compound 10-238 (CDCl₃, 400 MHz, δ in ppm):

1.40 (d, 3H); 2.42 (s, 3H); 3.24 (s, 3H); 3.58 (q, 1H); 7.25 (d, 2H);7.38 (d, 2H); 7.98 (d, 1H); 8.62 (d, 1H).m.p.:176-178° C.

TABLE 11 Compounds of the formula (Id′′′) (Id′′′)

No. R² R³ R⁴ R⁵ (R⁶)_(n) 11-1 H H Ph Ph H 11-2 H H Me Ph H 11-3 H H Me5-I-2-thienyl H 11-4 H H Me 2-furyl H 11-5 H H Me Ph 3-OMe 11-6 Me H MePh 5-Me 11-7 H H Me Ph 3-Cl 11-8 H H Me Ph 5-CF₃ 11-9 H H Me Ph 3-CF₃11-10 H H Me Ph 5-Me 11-11 H H Me Ph 3,5-Me₂ 11-12 H H Me Ph 3,5-Cl₂11-13 H H Me 4-MeO-Ph 5-Me 11-14 H H Me 4-MeO-Ph H 11-15 Me H Me Ph H11-16 H H Me 4-Me-Ph H 11-17 H H Me 4-Me-Ph 5-Me 11-18 H H Me 4-Me-Ph5-Cl 11-19 H H Me 3-Cl-Ph H 11-20 H H Me 3-CF₃-Ph H 11-21 H H Me3-CF₃-Ph 5-Me 11-22 H H Me 3,4-Cl₂-Ph 5-Me 11-23 H H Me 3-Cl-Ph 5-Me11-24 H H Me 2-Cl-Ph 5-Me 11-25 H H Me 2,4-Cl₂-Ph 5-Me 11-26 H H Me4-CF₃-Ph 5-Me 11-27 H H Me 4-Cl-Ph 5-Me 11-28 H H Me 4-Cl-Ph H 11-29 H HMe 3,4-Cl₂-Ph H 11-30 H H Me 4-CF₃-Ph H 11-31 H H Me 4-Cl-Ph 5-Cl 11-32H H Me Ph 5-Cl 11-33 H H Me 2-Cl-Ph H 11-34 H H Me 4-tBu-Ph 5-Me 11-35 HH Me 3,5-Me₂-Ph 5-Me 11-36 H H Me Ph 5-OMe 11-37 H H Me 4-Cl-Ph 5-OMe11-38 H H Me 4-Me-Ph 5-Me 11-39 H H Me 4-F-Ph 5-Me 11-40 H H Me 4-F-Ph5-Cl 11-41 H H Me 3-Me-Ph 5-Me 11-42 H H Me 4-COOH-Ph 5-Me 11-43 H H Me3-Br-Ph 5-Me 11-44 H H Me 4-Ph-Ph 5-Me 11-45 H H Me 4-COOH-Ph H 11-46 HH Me 3,5-Me₂-Ph H 11-47 H H Me Ph 5-SMe 11-48 H H Me 4-Cl-Ph 5-SMe 11-49H H Me 3-Cl-4-Me-Ph H 11-50 H H Me 3-CF₃-4-Cl-Ph H 11-51 H H Me3-CF₃-4-Cl-Ph 5-Me 11-52 H H Me 3-Cl-4-Me-Ph 5-Me 11-53 H H Me 2-pyridyl5-Cl 11-54 H H Me 4-Cl-Ph 5-F 11-55 H H Me 2-thienyl 5-Me 11-56 H H Me3-Me-2-thienyl 5-Me 11-57 H H Me 4-Me-2-thienyl 5-Me 11-58 H H Me5-Cl-2-thienyl 5-Me 11-59 H H Me 5-Cl-2-thienyl 5-Cl 11-60 H H Me3-thienyl 5-Me 11-61 H H Me 2-thienyl H 11-62 H H Me 3-Me-2-thienyl H11-63 H H Me 4-Me-2-thienyl H 11-64 H H Me 5-Cl-2-thienyl H 11-65 H H Me5-Me-2-thienyl H 11-66 H H Me 6-MeO-pyridin-3-yl H 11-67 H H Me5-Br-2-thienyl H 11-68 H H Me 5-Br-2-thienyl 5-Me 11-69 H H Me 3-thienylH 11-70 H H Me 4-Cl-Ph 5-S(O)Me 11-71 H H Me 4-Br-Ph 5-Me 11-72 H H Me1,3-benzodioxol-5-yl 5-Me 11-73 H H Me 4-I-Ph 5-Me 11-74 H H Me3,5-Cl₂-Ph 5-Me 11-75 H H Me 4-PhO-Ph 5-Me 11-76 H H Me6-OH-pyridin-3-yl H 11-77 H H Me Ph 5-S(O)Me 11-78 H H H Ph H 11-79 H HH Ph 5-Me 11-80 H H Et Ph H 11-81 H H n-Pr Ph H 11-82 H H CH₂Cl Ph H11-83 H H CHCl₂ Ph H 11-84 H H CH₂F Ph H 11-85 H H CHF₂ Ph H 11-86 H HCl Ph H 11-87 H H Et Ph 5-Me 11-88 H H n-Pr Ph 5-Me 11-89 H H CH₂Cl Ph5-Me 11-90 H H CHCl₂ Ph 5-Me 11-91 H H CH₂F Ph 5-Me 11-92 H H CHF₂ Ph5-Me 11-93 H H Cl Ph 5-Me 11-94 H H Et 4-Cl-Ph H 11-95 H H n-Pr 4-Cl-PhH 11-96 H H CH₂Cl 4-Cl-Ph H 11-97 H H CHCl₂ 4-Cl-Ph H 11-98 H H CH₂F4-Cl-Ph H 11-99 H H CHF₂ 4-Cl-Ph H 11-100 H H Cl 4-Cl-Ph H 11-101 H H Et4-Me-Ph H 11-102 H H n-Pr 4-Me-Ph H 11-103 H H CH₂Cl 4-Me-Ph H 11-104 HH CHCl₂ 4-Me-Ph H 11-105 H H CH₂F 4-Me-Ph H 11-106 H H CHF₂ 4-Me-Ph H11-107 H H Cl 4-Me-Ph H 11-108 H H Et 2-pyridyl H 11-109 H H n-Pr2-pyridyl H 11-110 H H CH₂Cl 2-pyridyl H 11-111 H H CHCl₂ 2-pyridyl H11-112 H H CH₂F 2-pyridyl H 11-113 H H CHF₂ 2-pyridyl H 11-114 H H Cl2-pyridyl H 11-115 H H Me 2-pyridyl H 11-116 H H Me 5-Cl-pyridin-2-yl H11-117 H H Me 5-Cl-pyridin-2-yl 5-Cl 11-118 H H Me⁻ 5-Cl-pyridin-2-yl5-Me 11-119 H H Me 5-Br-pyridin-2-yl H 11-120 H H Me 5-Br-pyridin-2-yl5-Cl 11-121 H H Me 5-Br-pyridin-2-yl 5-Me 11-122 H H Me 5-F-pyridin-2-ylH 11-123 H H Me 5-Me-pyridin-2-yl H 11-124 H H Me 5-Me-pyridin-2-yl 5-Me11-125 H H Me 2,4-Cl₂-Ph H 11-126 H H Me 4-(CH₂COOH)-Ph 5-Me 11-127 H HMe 3,4-Me₂-Ph 5-Me 11-128 H H Me 4-Br-Ph 5-Me 11-129 H H Me 3,4-Me₂-Ph H11-130 H H Me 3-Me-Ph H 11-131 H H Me 4-F-Ph H 11-132 H H Me4-(Me-CO)-Ph H 11-133 H H Me 4-tBu-Ph H 11-134 H H Me 4-Cl-3-Me-Ph H11-135 H H n-Pr 4-Cl-Ph 5-Me 11-136 H H Me 3-pyridyl H 11-137 H H Me4-pyridyl H 11-138 H H C(O)OMe Ph H 11-139 H H Me 6-Me-pyridin-3-yl H11-140 H H Me 4-Cl-Ph 5-SO₂Me 11-141 H H Me 3-pyridyl 5-Me 11-142 H H Me2,3-Cl₂-Ph 5-Me 11-143 H H Me 2-pyridyl 5-Me 11-144 H H H 4-Cl-Ph 5-Me11-145 H H Me 6-Cl-pyridin-3-yl H 11-146 H H Me Ph 5-Me 11-147 H H Me4-Me-pyridin-2-yl H 11-148 H H Me 4-Me-pyridin-2-yl 5-Me 11-149 H H Me4-Me-pyridin-2-yl 5-Cl 11-150 H H Me 4-Me-pyridin-2-yl 5-F 11-151 H H Me4-F-pyridin-2-yl H 11-152 H H Me 4-Cl-pyridin-2-yl H 11-153 H H Me4-Br-pyridin-2-yl H 11-154 H H Me 4-OMe-pyridin-2-yl H 11-155 H H Me5-CF₃-pyridin-2-yl H 11-156 H H Me 6-OMe-pyridin-2-yl H 11-157 H H cyPr4-Cl-Ph H 11-158 H H CN 4-Cl-Ph H 11-159 H H CN 4-Cl-Ph 5-Me 11-160 H HCN 4-Me-Ph H 11-161 H H CN 4-Me-Ph 5-Me 11-162 H H CN Ph H 11-163 H H CNPh 5-Me 11-164 H H CN 2-pyridyl H 11-165 H H CN 3-pyridyl H 11-166 H HCN 5-Cl-pyridin-2-yl H 11-167 H H CN 5-Br-pyridin-2-yl H 11-168 H H CN5-F-pyridin-2-yl H 11-169 H H CN 5-Me-pyridin-2-yl H 11-170 H H CN6-Me-pyridin-3-yl H 11-171 H H CN 4-Me-pyridin-2-yl H 11-172 H H CN4-F-pyridin-2-yl H 11-173 H H CN 4-Cl-pyridin-2-yl H 11-174 H H CN4-Br-pyridin-2-yl H 11-175 H H CN 4-OMe-pyridin-2-yl H 11-176 H H formyl4-Cl-Ph H 11-177 H H formyl 4-Cl-Ph 5-Me 11-178 H H formyl 4-Me-Ph H11-179 H H formyl 4-Me-Ph 5-Me 11-180 H H formyl Ph H 11-181 H H formylPh 5-Me 11-182 H H formyl 2-pyridyl H 11-183 H H formyl 3-pyridyl H11-184 H H formyl 5-Cl-pyridin-2-yl H 11-185 H H formyl5-Br-pyridin-2-yl H 11-186 H H formyl 5-F-pyridin-2-yl H 11-187 H Hformyl 5-Me-pyridin-2-yl H 11-188 H H formyl 6-Me-pyridin-3-yl H 11-189H H formyl 4-Me-pyridin-2-yl H 11-190 H H formyl 4-F-pyridin-2-yl H11-191 H H formyl 4-Cl-pyridin-2-yl H 11-192 H H formyl4-Br-pyridin-2-yl H 11-193 H H formyl 4-OMe-pyridin-2-yl H 11-194 H HCH₂OH 5-Me-pyridin-2-yl H 11-195 H H CH₂OH 4-Cl-Ph H 11-196 H H CH₂OH4-Me-pyridin-2-yl H 11-197 H H CH₂OH 4-Me-Ph H 11-198 H H CH₂OH Ph H11-199 H H CH₂OH 2-pyridyl H 11-200 H H Me 2-thiazolyl H 11-201 H H Me2-thiazolyl 5-Cl 11-202 H H Me 2-thiazolyl 5-Me 11-203 H H Me4-Me-thiazol-2-yl H 11-204 H H Me 4-Me-thiazol-2-yl 5-Cl 11-205 H H Me4-Me-thiazol-2-yl 5-Me 11-206 H H Me 5-Me-thiazol-2-yl H 11-207 H H Me5-Br-thiazol-2-yl H 11-208 H H Me 5-Br-thiazol-2-yl 5-Me 11-209 H H Me5-Cl-thiazol-2-yl H 11-210 H H Me 4,6-Me₂-pyridin-2-yl H 11-211 H H Me4,6-Me₂-pyridin-2-yl 5-Me 11-212 H H Me 2-pyridyl 5-F 11-213 H H Me2-pyrazinyl H 11-214 H H Me 5-Me-pyrazin-2-yl H 11-215 H H Me2-pyrazinyl 5-Me 11-216 H H Me 1,3-benzothiazol-2-yl H 11-217 H H Me1,3-benzothiazol-2-yl 5-Me 11-218 H H Me 7-Cl-1,3-benzothiazol-2-yl H11-219 H H Me 1,5-Me₂-pyrazol-3-yl H 11-220 H H Me 1,5-Me₂-pyrazol-3-yl5-Me 11-221 H H Me 4,5-Me₂-thiazol-2-yl H 11-222 H H Me4,5-Cl₂-thiazol-2-yl H 11-223 H H Me 2-pyrimidinyl H 11-224 H H Me2-pyrimidinyl 5-Me 11-225 H H Me 5-F-pyrimidin-2-yl H 11-226 H H Me5-Cl-pyrimidin-2-yl H 11-227 H H Me 5-Br-pyrimidin-2-yl H 11-228 H H Me5-Me-pyrimidin-2-yl H 11-229 H H Me 5-Me-pyrimidin-2-yl 5-Me 11-230 H HMe 4,6-Me₂-pyrimidin-2-yl H 11-231 H H Me 4,6-Me₂-pyrimidin-2-yl 5-Me11-232 H H Me 3-pyridazinyl H 11-233 H H Me 6-Me-pyridazin-3-yl H 11-234H H Me 1,2,4-triazin-3-yl H 11-235 H H Me 6-Me-1,2,4-triazin-3-yl H11-236 Me H Me 2-pyridyl 2-Cl 11-237 H H Me 4-Cl-Ph 2-Cl 11-238 Me H Me4-Cl-Ph 2-Cl 11-239 H H Me 3,5-Cl₂-Ph H 11-240 H H Me isoquinolin-3-yl H11-241 H H Me quinolin-2-yl H

In addition, NMR data of compounds of the general formula (I) accordingto the invention were generated. The NMR of the exemplary compounds werein each case recorded as ¹H-NMR spectum at 400 MHz (CDCl₃) (¹H nuclearmagnetic resonance data). Characteristic chemical shifts δ (ppm) forsome exemplary compounds are listed below:

NMR compound 11-236 (CDCl₃, 400 MHz, δ in ppm):

1.42 (d, 3H); 2.39 (s, 3H); 3.65 (s, 3H); 3.72 (q, 1H); 7.35 (m, 1H);7.44 (m, 1H); 7.80 (m, 1H); 8.31 (m, 1H); 8.61 (m, 1H); 8.98 (m, 1H).

NMR compound 11-28 (CDCl₃, 400 MHz, δ in ppm):

2.37 (s, 3H); 3.38 (s, 2H); 3.70 (s, 3H); 7.20 (d, 2H); 7.36 (d, 2H);8.17 (dd, 1H); 8.38 (d, 1H); 8.86 (d, 1H).

NMR compound 11-237 (CDCl₃, 400 MHz, δ in ppm):

2.36 (s, 3H); 3.36 (s, 2H); 3.69 (s, 3H); 7.22 (d, 2H); 7.39 (d, 2H);8.34 (d, 1H); 8.85 (d, 1H).m.p.:126-128° C.

NMR compound 11-238 (CDCl₃, 400 MHz, δ in ppm):

1.40 (d, 3H); 2.37 (s, 3H); 3.56 (q, 1H); 3.68 (s, 3H); 7.22 (d, 2H);7.40 (d, 2H); 8.33 (d, 1H); 8.82 (d, 1H).

TABLE 12 Compounds of the formula (Id′′′′) (Id′′′′)

No. R¹ R⁴ R⁵ (R⁶)_(n) 12-1 Et Me Ph H 12-2 Et Me Ph 5-Me 12-3 Et Me3-Cl-Ph H 12-4 Et Me 4-Cl-Ph H 12-5 Et Me 4-Cl-Ph 5-Me 12-6 Et Me2-thienyl H 12-7 Et Me 3-thienyl H 12-8 Et Me 3-Me-2-thienyl H 12-9 EtMe 4-Me-2-thienyl H 12-10 Et Me 5-Br-2-thienyl H 12-11 Et Me5-Br-2-thienyl 5-Me 12-12 Et Me 5-Cl-2-thienyl H 12-13 Et Me5-Cl-2-thienyl 5-Me 12-14 Et Me 5-I-2-thienyl H 12-15 Et Me5-Me-2-thienyl H 12-16 Et Me 3-pyridyl H 12-17 Et Me 6-MeO-pyridin-3- Hyl 12-18 Et Me 6-OH-pyridin-3- H yl 12-19 Et Me 6-Me-pyridin-3-yl H12-20 Et Me 4-Me-Ph H 12-21 Et Me 4-Me-Ph 5-Me 12-22 Et Me 4-Br-Ph H12-23 Et Me 4-F-Ph H 12-24 Et Me 4-F-Ph 5-Me 12-25 Et Me5-Cl-pyridin-2-yl H 12-26 Et Me 5-Br-pyridin-2-yl H 12-27 Et Me5-F-pyridin-2-yl H 12-28 Et Me 5-F-pyridin-2-yl 5-Me 12-29 Et Me5-Cl-pyridin-2-yl 5-Me 12-30 Et Me 5-Br-pyridin-2-yl 5-Me 12-31 Et Me5-Me-pyridin-2-yl H 12-32 Et Me 5-Me-pyridin-2-yl 5-Me 12-33 Et Me2-pyridyl 5-Me 12-34 Et Me 2-pyridyl H 12-35 Et Me 4-pyridyl H 12-36 EtMe 4-Me-pyridin-2-yl H 12-37 Et Me 4-Me-pyridin-2-yl 5-Me 12-38 Et Me2-thiazolyl H 12-39 Et Me 4-Me-thiazol-2-yl H 12-40 Et Me5-Br-thiazol-2-yl H 12-41 Et Me 5-Cl-thiazol-2-yl H 12-42 Et Me5-Me-thiazol-2-yl H 12-43 Et Me 4,5-Me₂-thiazol- H 2-yl 12-44 Et Me4,5-Cl₂-thiazol-2- H yl 12-45 Et Me 4,6 Me₂-pyridin- H 2-yl 12-46 Et Me2-pyrazinyl H 12-47 Et Me 2-pyrimidinyl H 12-48 Et Me 2-pyrimidinyl 5-Me12-49 Et Me 5-Cl-pyrimidin-2- H yl 12-50 Et Me 5-Br-pyrimidin-2- H yl12-51 Et Me 5-Me-pyrimidin- H 2-yl 12-52 Et Me 5-Me-pyrimidin- 5-Me 2-yl12-53 Et Me 4,6-Me₂- H pyrimidin-2-yl 12-54 Et Me 4,6-Me₂- 5-Mepyrimidin-2-yl 12-55 Et Me 1,3-benzothiazol- H 2-yl 12-56 Et Me7-Cl-1,3- H benzothiazol-2-yl 12-57 Et Me 1,5-Me₂-pyrazol- H 3-yl 12-58Et Me 5-Me-pyrazin-2- H yl 12-59 Et Me 5-F-pyrimidin-2- H yl 12-60 Et Me4,6-Me₂- H pyrimidin-2-yl 12-61 Et Me 3-pyridazinyl H 12-62 Et Me6-Me-pyridazin- H 3-yl 12-63 Et Me 1,2,4-triazin-3-yl H 12-64 Et Me6-Me-1,2,4- H triazin-3-yl 12-65 Pr Me Ph H 12-66 Pr Me 4-Cl-Ph H 12-67Pr Me 2-thienyl H 12-68 Pr Me 3-pyridyl H 12-69 Pr Me 6-Me-pyridin-3-ylH 12-70 Pr Me 4-Me-Ph H 12-71 Pr Me 4-Br-Ph H 12-72 Pr Me 4-F-Ph H 12-73Pr Me 5-Cl-pyridin-2-yl H 12-74 Pr Me 5-Br-pyridin-2-yl H 12-75 Pr Me5-F-pyridin-2-yl H 12-76 Pr Me 5-Me-pyridin-2-yl H 12-77 Pr Me 2-pyridylH 12-78 Pr Me 4-pyridyl H 12-79 i-Pr Me Ph H 12-80 i-Pr Me 4-Cl-Ph H12-81 i-Pr Me 2-thienyl H 12-82 i-Pr Me 3-pyridyl H 12-83 i-Pr Me6-Me-pyridin-3-yl H 12-84 i-Pr Me 4-Me-Ph H 12-85 i-Pr Me 4-Br-Ph H12-86 i-Pr Me 4-F-Ph H 12-87 i-Pr Me 5-Cl-pyridin-2-yl H 12-88 i-Pr Me5-Br-pyridin-2-yl H 12-89 i-Pr Me 5-F-pyridin-2-yl H 12-90 i-Pr Me5-Me-pyridin-2-yl H 12-91 i-Pr Me 2-pyridyl H 12-92 i-Pr Me 4-pyridyl H12-93 CH₂Ph Me Ph H 12-94 CH₂Ph Me 4-Cl-Ph H 12-95 CH₂Ph Me 2-thienyl H12-96 CH₂Ph Me 2-pyridyl H 12-97 prop-2-yn-1-yl Me Ph H 12-98prop-2-yn-1-yl Me 4-Cl-Ph H 12-99 prop-2-yn-1-yl Me 2-thienyl H 12-100prop-2-yn-1-yl Me 3-thienyl H 12-101 prop-2-yn-1-yl Me 3-Me-2-thienyl H12-102 prop-2-yn-1-yl Me 4-Me-2-thienyl H 12-103 prop-2-yn-1-yl Me5-Cl-2-thienyl H 12-104 prop-2-yn-1-yl Me 5-Me-2-thienyl H 12-105prop-2-yn-1-yl Me 3-pyridyl H 12-106 prop-2-yn-1-yl Me 6-MeO-pyridin-3-H yl 12-107 prop-2-yn-1-yl H Ph H 12-108 prop-2-yn-1-yl Me6-Me-pyridin-3-yl H 12-109 prop-2-yn-1-yl Me 4-Me-Ph H 12-110prop-2-yn-1-yl Me 4-Br-Ph H 12-111 prop-2-yn-1-yl Me 4-F-Ph H 12-112prop-2-yn-1-yl Me 5-Cl-pyridin-2-yl H 12-113 prop-2-yn-1-yl Me5-Br-pyridin-2-yl H 12-114 prop-2-yn-1-yl Me 5-F-pyridin-2-yl H 12-115prop-2-yn-1-yl Me 5-Me-pyridin-2-yl H 12-116 prop-2-yn-1-yl Me 2-pyridylH 12-117 prop-2-yn-1-yl Me 4-pyridyl H 12-118 prop-2-yn-1-yl Me 4-Cl-Ph5-Me 12-119 prop-2-yn-1-yl Me Ph 5-Me 12-120 cyclopropylmethyl Me Ph H12-121 cyclopropylmethyl Me 4-Cl-Ph H 12-122 cyclopropylmethyl Me2-thienyl H 12-123 cyclopropylmethyl Me 3-thienyl H 12-124cyclopropylmethyl Me 3-Me-2-thienyl H 12-125 cyclopropylmethyl Me3-pyridyl H 12-126 cyclopropylmethyl Me 5-Cl-2-thienyl H 12-127cyclopropylmethyl Me 5-Me-2-thienyl H 12-128 cyclopropylmethyl Me4-Me-2-thienyl H 12-129 cyclopropylmethyl Me 6-MeO-pyridin-3- H yl12-130 cyclopropylmethyl Me 6-OH-pyridin-3- H yl 12-131cyclopropylmethyl Me 6-Me-pyridin-3-yl H 12-132 cyclopropylmethyl Me4-Me-Ph H 12-133 cyclopropylmethyl Me 4-Br-Ph H 12-134 cyclopropylmethylMe 4-F-Ph H 12-135 cyclopropylmethyl Me 5-Cl-pyridin-2-yl H 12-136cyclopropylmethyl Me 5-Br-pyridin-2-yl H 12-137 cyclopropylmethyl Me5-F-pyridin-2-yl H 12-138 cyclopropylmethyl Me 5-Me-pyridin-2-yl H12-139 cyclopropylmethyl Me 2-pyridyl H 12-140 cyclopropylmethyl Me4-pyridyl H 12-141 cyclopropylmethyl Me 4-Cl-Ph 5-Me 12-142cyclopropylmethyl Me Ph 5-Me 12-143 cyclopropylmethyl H Ph H 12-1443,3-dichloro-2-fluoroprop-2-en- Me Ph H 1-yl 12-1453,3-dichloro-2-fluoroprop-2-en- Me 4-Cl-Ph H 1-yl 12-1463,3-dichloro-2-fluoroprop-2-en- Me 2-thienyl H 1-yl 12-1473,3-dichloro-2-fluoroprop-2-en- Me 2-pyridyl H 1-yl 12-148(1-methylcyclopropyl)methyl Me Ph H 12-149 (1-methylcyclopropyl)methylMe 4-Cl-Ph H 12-150 (1-methylcyclopropyl)methyl Me 2-thienyl H 12-151(1-methylcyclopropyl)methyl Me 2-pyridyl H 12-152 4-chlorobut-2-yn-1-ylMe Ph H 12-153 4-chlorobut-2-yn-1-yl Me 4-Cl-Ph H 12-1544-chlorobut-2-yn-1-yl Me 2-thienyl H 12-155 4-chlorobut-2-yn-1-yl Me2-pyridyl H 12-156 (2,2-dichlorocyclopropyl)methyl Me Ph H 12-157(2,2-dichlorocyclopropyl)methyl Me 4-Cl-Ph H 12-158(2,2-dichlorocyclopropyl)methyl Me 2-thienyl H 12-159(2,2-dichlorocyclopropyl)methyl Me 2-pyridyl H 12-160 but-2-yn-1-yl MePh H 12-161 but-2-yn-1-yl Me 4-Cl-Ph H 12-162 but-2-yn-1-yl Me 2-thienylH 12-163 but-2-yn-1-yl Me 3-thienyl H 12-164 but-2-yn-1-yl Me3-Me-2-thienyl H 12-165 but-2-yn-1-yl Me 4-Me-2-thienyl H 12-166but-2-yn-1-yl Me 5-Cl-2-thienyl H 12-167 but-2-yn-1-yl Me 5-Me-2-thienylH 12-168 but-2-yn-1-yl Me 3-pyridyl H 12-169 but-2-yn-1-yl Me6-MeO-pyridin-3- H yl 12-170 but-2-yn-1-yl H Ph H 12-171 but-2-yn-1-ylMe 6-Me-pyridin-3-yl H 12-172 but-2-yn-1-yl Me 4-Me-Ph H 12-173but-2-yn-1-yl Me 4-Br-Ph H 12-174 but-2-yn-1-yl Me 4-F-Ph H 12-175but-2-yn-1-yl Me 5-Cl-pyridin-2-yl H 12-176 but-2-yn-1-yl Me5-Br-pyridin-2-yl H 12-177 but-2-yn-1-yl Me 5-F-pyridin-2-yl H 12-178but-2-yn-1-yl Me 5-Me-pyridin-2-yl H 12-179 but-2-yn-1-yl Me 2-pyridyl H12-180 but-2-yn-1-yl Me 4-pyridyl H 12-181 but-2-yn-1-yl Me 4-Cl-Ph 5-Me12-182 but-2-yn-1-yl Me Ph 5-Me 12-183 1-methylprop-2-yn-1-yl Me Ph H12-184 1-methylprop-2-yn-1-yl Me 4-Cl-Ph H 12-185 1-methylprop-2-yn-1-ylMe 2-thienyl H 12-186 1-methylprop-2-yn-1-yl Me 2-pyridyl H 12-1871-cyclopropylethyl Me Ph H 12-188 1-cyclopropylethyl Me 4-Cl-Ph H 12-1891-cyclopropylethyl Me 2-thienyl H 12-190 1-cyclopropylethyl Me 2-pyridylH 12-191 allyl Me Ph H 12-192 allyl Me 4-Cl-Ph H 12-193 allyl Me2-thienyl H 12-194 allyl Me 2-pyridyl H 12-195 3-methylbut-2-en-1-yl MePh H 12-196 3-methylbut-2-en-1-yl Me 4-Cl-Ph H 12-1973-methylbut-2-en-1-yl Me 2-thienyl H 12-198 3-methylbut-2-en-1-yl Me2-pyridyl H 12-199 2-methylprop-2-en-1-yl Me Ph H 12-2002-methylprop-2-en-1-yl Me 4-Cl-Ph H 12-201 2-methylprop-2-en-1-yl Me2-thienyl H 12-202 2-methylprop-2-en-1-yl Me 2-pyridyl H 12-203(2E)-1-methylbut-2-en-1-yl Me Ph H 12-204 (2E)-1-methylbut-2-en-1-yl Me4-Cl-Ph H 12-205 (2E)-1-methylbut-2-en-1-yl Me 2-thienyl H 12-206(2E)-1-methylbut-2-en-1-yl Me 2-pyridyl H 12-207 3-phenylprop-2-yn-1-ylMe Ph H 12-208 3-phenylprop-2-yn-1-yl Me 4-Cl-Ph H 12-2093-phenylprop-2-yn-1-yl Me 2-thienyl H 12-210 3-phenylprop-2-yn-1-yl Me2-pyridyl H 12-211 cyclobutylmethyl Me Ph H 12-212 cyclobutylmethyl Me4-Cl-Ph H 12-213 cyclobutylmethyl Me 2-thienyl H 12-214 cyclobutylmethylMe 2-pyridyl H 12-215 cyclopentylmethyl Me Ph H 12-216 cyclopentylmethylMe 4-Cl-Ph H 12-217 cyclopentylmethyl Me 2-thienyl H 12-218cyclopentylmethyl Me 2-pyridyl H 12-219 cyclohexylmethyl Me Ph H 12-220cyclohexylmethyl Me 4-Cl-Ph H 12-221 cyclohexylmethyl Me 2-thienyl H12-222 cyclohexylmethyl Me 2-pyridyl H 12-223 but-3-en-1-yl Me Ph H12-224 but-3-en-1-yl Me 4-Cl-Ph H 12-225 but-3-en-1-yl Me 2-thienyl H12-226 but-3-en-1-yl Me 2-pyridyl H 12-227 2-chloroprop-2-en-1-yl Me PhH 12-228 2-chloroprop-2-en-1-yl Me 4-Cl-Ph H 12-2292-chloroprop-2-en-1-yl Me 2-thienyl H 12-230 2-chloroprop-2-en-1-yl Me3-thienyl H 12-231 2-chloroprop-2-en-1-yl Me 3-Me-2-thienyl H 12-2322-chloroprop-2-en-1-yl Me 4-Me-2-thienyl H 12-233 2-chloroprop-2-en-1-ylMe 5-Cl-2-thienyl H 12-234 2-chloroprop-2-en-1-yl Me 5-Me-2-thienyl H12-235 2-chloroprop-2-en-1-yl Me 3-pyridyl H 12-2362-chloroprop-2-en-1-yl Me 6-MeO-pyridin-3- H yl 12-2372-chloroprop-2-en-1-yl Me 6-OH-pyridin-3- H yl 12-2382-chloroprop-2-en-1-yl Me 6-Me-pyridin-3-yl H 12-2392-chloroprop-2-en-1-yl Me 4-Me-Ph H 12-240 2-chloroprop-2-en-1-yl Me4-Br-Ph H 12-241 2-chloroprop-2-en-1-yl Me 4-F-Ph H 12-2422-chloroprop-2-en-1-yl Me 5-Cl-pyridin-2-yl H 12-2432-chloroprop-2-en-1-yl Me 5-Br-pyridin-2-yl H 12-2442-chloroprop-2-en-1-yl Me 5-F-pyridin-2-yl H 12-2452-chloroprop-2-en-1-yl Me 5-Me-pyridin-2-yl H 12-2462-chloroprop-2-en-1-yl Me 2-pyridyl H 12-247 2-chloroprop-2-en-1-yl Me4-pyridyl H 12-248 2-chloroprop-2-en-1-yl Me 4-Cl-Ph 5-Me 12-2492-chloroprop-2-en-1-yl Me Ph 5-Me 12-250 2-chloroprop-2-en-1-yl H Ph H12-251 2-methoxyethyl Me Ph H 12-252 2-methoxyethyl Me 4-Cl-Ph H 12-2532-methoxyethyl Me 2-thienyl H 12-254 2-methoxyethyl Me 2-pyridyl H12-255 tetrahydrofuran-2-ylmethyl Me Ph H 12-256tetrahydrofuran-2-ylmethyl Me 4-Cl-Ph H 12-257tetrahydrofuran-2-ylmethyl Me 2-thienyl H 12-258tetrahydrofuran-2-ylmethyl Me 2-pyridyl H 12-259 2-(dimethylamino)ethylMe Ph H 12-260 2-(dimethylamino)ethyl Me 4-Cl-Ph H 12-2612-(dimethylamino)ethyl Me 2-thienyl H 12-262 2-(dimethylamino)ethyl Me2-pyridyl H 12-263 oxetan-3-yl Me Ph H 12-264 oxetan-3-yl Me 4-Cl-Ph H12-265 oxetan-3-yl Me 2-thienyl H 12-266 oxetan-3-yl Me 2-pyridyl H12-267 (3-methyloxetan-3-yl)methyl Me Ph H 12-268(3-methyloxetan-3-yl)methyl Me 4-Cl-Ph H 12-269(3-methyloxetan-3-yl)methyl Me 2-thienyl H 12-270(3-methyloxetan-3-yl)methyl Me 2-pyridyl H 12-271 2,2,2-trifluoroethylMe Ph H 12-272 2,2,2-trifluoroethyl Me 4-Cl-Ph H 12-2732,2,2-trifluoroethyl Me 2-thienyl H 12-274 2,2,2-trifluoroethyl Me3-pyridyl H 12-275 2,2,2-trifluoroethyl Me 6-Me-pyridin-3-yl H 12-2762,2,2-trifluoroethyl Me 4-Me-Ph H 12-277 2,2,2-trifluoroethyl Me 4-Br-PhH 12-278 2,2,2-trifluoroethyl Me 4-F-Ph H 12-279 2,2,2-trifluoroethyl Me5-Cl-pyridin-2-yl H 12-280 2,2,2-trifluoroethyl Me 5-Br-pyridin-2-yl H12-281 2,2,2-trifluoroethyl Me 5-F-pyridin-2-yl H 12-2822,2,2-trifluoroethyl Me 5-Me-pyridin-2-yl H 12-283 2,2,2-trifluoroethylMe 2-pyridyl H 12-284 2,2,2-trifluoroethyl Me 4-pyridyl H 12-285CH₂(4-Cl-Ph) Me Ph H 12-286 CH₂(4-Cl-Ph) Me 4-Cl-Ph H 12-287CH₂(4-Cl-Ph) Me 2-thienyl H 12-288 CH₂(4-Cl-Ph) Me 3-pyridyl H 12-289CH₂(4-Cl-Ph) Me 6-Me-pyridin-3-yl H 12-290 CH₂(4-Cl-Ph) Me 4-Me-Ph H12-291 CH₂(4-Cl-Ph) Me 4-Br-Ph H 12-292 CH₂(4-Cl-Ph) Me 4-F-Ph H 12-293CH₂(4-Cl-Ph) Me 5-Cl-pyridin-2-yl H 12-294 CH₂(4-Cl-Ph) Me5-Br-pyridin-2-yl H 12-295 CH₂(4-Cl-Ph) Me 5-F-pyridin-2-yl H 12-296CH₂(4-Cl-Ph) Me 5-Me-pyridin-2-yl H 12-297 CH₂(4-Cl-Ph) Me 2-pyridyl H12-298 CH₂(4-Cl-Ph) Me 4-pyridyl H 12-299 CH₂(4-F-Ph) Me Ph H 12-300CH₂(4-F-Ph) Me 4-Cl-Ph H 12-301 CH₂(4-F-Ph) Me 2-thienyl H 12-302CH₂(4-F-Ph) Me 3-pyridyl H 12-303 CH₂(4-F-Ph) Me 6-Me-pyridin-3-yl H12-304 CH₂(4-F-Ph) Me 4-Me-Ph H 12-305 CH₂(4-F-Ph) Me 4-Br-Ph H 12-306CH₂(4-F-Ph) Me 4-F-Ph H 12-307 CH₂(4-F-Ph) Me 5-Cl-pyridin-2-yl H 12-308CH₂(4-F-Ph) Me 5-Br-pyridin-2-yl H 12-309 CH₂(4-F-Ph) Me5-F-pyridin-2-yl H 12-310 CH₂(4-F-Ph) Me 5-Me-pyridin-2-yl H 12-311CH₂(4-F-Ph) Me 2-pyridyl H 12-312 CH₂(4-F-Ph) Me 4-pyridyl H 12-313CH₂(4-OMe-Ph) Me Ph H 12-314 CH₂(4-OMe-Ph) Me 4-Cl-Ph H 12-315CH₂(4-OMe-Ph) Me 2-thienyl H 12-316 CH₂(4-OMe-Ph) Me 3-pyridyl H 12-317CH₂(4-OMe-Ph) Me 6-Me-pyridyl H 12-318 CH₂(4-OMe-Ph) Me 4-Me-Ph H 12-319CH₂(4-OMe-Ph) Me 4-Br-Ph H 12-320 CH₂(4-OMe-Ph) Me 4-F-Ph H 12-321CH₂(4-OMe-Ph) Me 5-Cl-pyridin-2-yl H 12-322 CH₂(4-OMe-Ph) Me5-Br-pyridin-2-yl H 12-323 CH₂(4-OMe-Ph) Me 5-F-pyridin-2-yl H 12-324CH₂(4-OMe-Ph) Me 5-Me-pyridin-2-yl H 12-325 CH₂(4-OMe-Ph) Me 2-pyridyl H12-326 CH₂(4-OMe-Ph) Me 4-pyridyl H 12-327 2,2-difluoroethyl Me Ph H12-328 2,2-difluoroethyl Me 4-Cl-Ph H 12-329 2,2-difluoroethyl Me2-thienyl H 12-330 2,2-difluoroethyl Me 2-pyridyl H 12-331 Ph Me Ph H12-332 Ph Me 4-Cl-Ph H 12-333 Ph Me 2-thienyl H 12-334 Ph Me 2-pyridyl H12-335 2-fluoroethyl Me Ph H 12-336 2-fluoroethyl Me 4-Cl-Ph H 12-3372-fluoroethyl Me 2-thienyl H 12-338 2-fluoroethyl Me 2-pyridyl H 12-3392,2,3,3,3-pentafluoropropyl Me Ph H 12-340 2,2,3,3,3-pentafluoropropylMe 4-Cl-Ph H 12-341 2,2,3,3,3-pentafluoropropyl Me 2-thienyl H 12-3422,2,3,3,3-pentafluoropropyl Me 2-pyridyl H 12-3431-ethyl-5-methyl-1H-pyrazole-4- Me Ph H methyl 12-3441-ethyl-5-methyl-1H-pyrazole-4- Me 4-Cl-Ph H methyl 12-3451-ethyl-5-methyl-1H-pyrazole-4- Me 2-thienyl H methyl 12-3461-ethyl-5-methyl-1H-pyrazole-4- Me 2-pyridyl H methyl 12-347but-3-yn-2-yl Me 5-Cl-pyridin-2-yl H 12-348 but-3-yn-2-yl Meisoquinolin-3-yl H 12-349 but-3-yn-2-yl Me quinolin-2-yl H 12-350but-3-yn-2-yl Me Ph H 12-351 but-3-yn-2-yl Me 4-Cl-Ph H 12-352but-3-yn-2-yl Me 2-thienyl H 12-353 but-3-yn-2-yl Me 3-pyridyl H 12-354but-3-yn-2-yl Me 6-Me-pyridin-3-yl H 12-355 but-3-yn-2-yl Me 4-Me-Ph H12-356 but-3-yn-2-yl Me 4-Br-Ph H 12-357 but-3-yn-2-yl Me 4-F-Ph H12-358 but-3-yn-2-yl Me 5-Br-pyridin-2-yl H 12-359 but-3-yn-2-yl Me5-F-pyridin-2-yl H 12-360 but-3-yn-2-yl Me 5-Me-pyridin-2-yl H 12-361but-3-yn-2-yl Me 2-pyridyl H 12-362 but-3-yn-2-yl Me 4-pyridyl H 12-363Et Me isoquinolin-3-yl H 12-364 Et Me quinolin-2-yl H

TABLE 13 Compounds of the formula (III) (intermediates) (III)

No. R¹ R² R³ R⁴ R⁵ 13-1 Me H H Ph Ph 13-2 Me H H Me Ph 13-3 Me H H Me2-furyl 13-4 Me Me H Me Ph 13-5 Me H H Me 4-MeO-Ph 13-6 Me H H Me4-Me-Ph 13-7 Me H H Me 3-CF₃-Ph 13-8 Me H H Me 3,4-Cl₂-Ph 13-9 Me H H Me3-Cl-Ph 13-10 Me H H Me 2-Cl-Ph 13-11 Me H H Me 2,4-Cl₂-Ph 13-12 Me H HMe 4-CF₃-Ph 13-13 Me H H Me 4-Cl-Ph 13-14 Me H H Me 4-CF₃-Ph 13-15 Me HH Me 4-tBu-Ph 13-16 Me H H Me 3,5-Me₂-Ph 13-17 Me H H Me 4-Me-Ph 13-18Me H H Me 4-F-Ph 13-19 Me H H Me 3-Me-Ph 13-20 Me H H Me 4-COOH-Ph 13-21Me H H Me 3-Br-Ph 13-22 Me H H Me 4-Ph-Ph 13-23 Me H H Me 3-Cl-4-Me-Ph13-24 Me H H Me 3-CF₃-4-Cl-Ph 13-25 Me H H Me 2-thienyl 13-26 Me H H Me3-Me-2-thienyl 13-27 Me H H Me 4-Me-2-thienyl 13-28 Me H H Me5-Cl-2-thienyl 13-29 Me H H Me 5-I-2-thienyl 13-30 Me H H Me 3-thienyl13-31 Me H H Me 3-pyridyl 13-32 Me H H Me 5-Me-2-thienyl 13-33 Me H H Me6-MeO-pyridin-3-yl 13-34 Me H H Me 5-Br-2-thienyl 13-35 Me H H Me4-Br-Ph 13-36 Me H H Me 1,3-benzodioxol-5-yl 13-37 Me H H Me 4-I-Ph13-38 Me H H Me 4-PhO-Ph 13-39 Me H H Me 6-OH-pyridin-3-yl 13-40 Me H HH Ph 13-41 Me H H Et Ph 13-42 Me H H n-Pr Ph 13-43 Me H H CH₂Cl Ph 13-44Me H H CHCl₂ Ph 13-45 Me H H CH₂F Ph 13-46 Me H H CHF₂ Ph 13-47 Me H HCl Ph 13-48 Me H H n-Pr 4-Cl-Ph 13-49 Me H H CH₂Cl 4-Cl-Ph 13-50 Me H HCHCl₂ 4-Cl-Ph 13-51 Me H H CH₂F 4-Cl-Ph 13-52 Me H H CHF₂ 4-Cl-Ph 13-53Me H H Cl 4-Cl-Ph 13-54 Me H H Et 4-Me-Ph 13-55 Me H H n-Pr 4-Me-Ph13-56 Me H H CH₂Cl 4-Me-Ph 13-57 Me H H CHCl₂ 4-Me-Ph 13-58 Me H H CH₂F4-Me-Ph 13-59 Me H H CHF₂ 4-Me-Ph 13-60 Me H H Cl 4-Me-Ph 13-61 Me H HEt 2-pyridyl 13-62 Me H H n-Pr 2-pyridyl 13-63 Me H H CH₂Cl 2-pyridyl13-64 Me H H CHCl₂ 2-pyridyl 13-65 Me H H CH₂F 2-pyridyl 13-66 Me H HCHF₂ 2-pyridyl 13-67 Me H H Cl 2-pyridyl 13-68 Me H H Me 2-pyridyl 13-69Me H H Me 5-Cl-pyridin-2-yl 13-70 Me H H Me 5-Br-pyridin-2-yl 13-71 Me HH Me 5-F-pyridin-2-yl 13-72 Me H H Me 5-Me-pyridin-2-yl 13-73 Me H H Me4-Me-pyridin-2-yl 13-74 Me H H Me 2,4-Cl₂-Ph 13-75 Me H H Me4-CH₂COOH-Ph 13-76 Me H H Me 4-(MeCO)-Ph 13-77 Me H H Me 4-tBu-Ph 13-78Me H H Me 4-Cl-3-Me-Ph 13-79 Me H H n-Pr 4-Cl-Ph 13-80 Me H H Me3-pyridyl 13-81 Me H H Me 4-pyridyl 13-82 Me H H C(O)OMe Ph 13-83 Me H HMe 6-Me-pyridin-3-yl 13-84 Me H H Me 2,3-Cl₂-Ph 13-85 Me H H H 4-Cl-Ph13-86 Me H H Me 6-Cl-pyridin-3-yl 13-87 Me H H Me 2-thiazolyl 13-88 Me HH Me 4-Me-thiazol-2-yl 13-89 Me H H Me 5-Br-thiazol-2-yl 13-90 Me H H Me5-Cl-thiazol-2-yl 13-91 Me H H Me 5-Me-thiazol-2-yl 13-92 Me H H Me4,5-Me₂-thiazol-2-yl 13-93 Me H H Me 4,5-Cl₂-thiazol-2-yl 13-94 Me H HMe 4,6-Me₂-pyridin-2-yl 13-95 Me H H Me 2-pyrazinyl 13-96 Me H H Me2-pyrimidinyl 13-97 Me H H Me 5-Cl-pyrimidin-2-yl 13-98 Me H H Me5-Br-pyrimidin-2-yl 13-99 Me H H Me 5-Me-pyrimidin-2-yl 13-100 Me H H Me4,6-Me₂-pyrimidin-2-yl 13-101 Me H H Me 1,3-benzothiazol-2-yl 13-102 MeH H Me 7-Cl-1,3-benzothiazol-2-yl 13-103 Me H H Me 1,5-Me₂-pyrazol-3-yl13-104 Me H H Me 5-Me-pyrazin-2-yl 13-105 Me H H Me 5-F-pyrimidin-2-yl13-106 Me H H Me 4,6-Me₂-pyrimidin-2-yl 13-107 Me H H Me 3-pyridazinyl13-108 Me H H Me 6-Me-pyridazin-3-yl 13-109 Me H H Me 1,2,4-triazin-3-yl13-110 Me H H Me 6-Me-1,2,4-triazin-3-yl 13-111 Et H H Ph Ph 13-112 Et HH Me Ph 13-113 Et H H Me 2-furyl 13-114 Et Me H Me Ph 13-115 Et H H Me4-MeO-Ph 13-116 Et H H Me 4-Me-Ph 13-117 Et H H Me 3-CF₃Ph 13-118 Et H HMe 3,4-Cl₂-Ph 13-119 Et H H Me 3-Cl-Ph 13-120 Et H H Me 2-Cl-Ph 13-121Et H H Me 2,4-Cl₂-Ph 13-122 Et H H Me 4-CF₃-Ph 13-123 Et H H Me 4-Cl-Ph13-124 Et H H Me 4-CF₃-Ph 13-125 Et H H Me 4-tBu-Ph 13-126 Et H H Me3,5-Me₂-Ph 13-127 Et H H Me 4-Me-Ph 13-128 Et H H Me 4-F-Ph 13-129 Et HH Me 3-Me-Ph 13-130 Et H H Me 4-COOH-Ph 13-131 Et H H Me 3-Br-Ph 13-132Et H H Me 4-Ph-Ph 13-133 Et H H Me 3-Cl-4-Me-Ph 13-134 Et H H Me3-CF₃-4-Me-Ph 13-135 Et H H Me 2-thienyl 13-136 Et H H Me 3-Me-2-thienyl13-137 Et H H Me 4-Me-2-thienyl 13-138 Et H H Me 5-Cl-2-thienyl 13-139Et H H Me 5-I-2-thienyl 13-140 Et H H Me 3-thienyl 13-141 Et H H Me3-pyridyl 13-142 Et H H Me 5-Me-2-thienyl 13-143 Et H H Me6-MeO-pyridin-3-yl 13-144 Et H H Me 5-Br-2-thienyl 13-145 Et H H Me4-Br-Ph 13-146 Et H H Me 1,3-benzodioxol-5-yl 13-147 Et H H Me 4-I-Ph13-148 Et H H Me 4-PhO-Ph 13-149 Et H H Me 6-OH-pyridin-3-yl 13-150 Et HH H Ph 13-151 Et H H Et Ph 13-152 Et H H n-Pr Ph 13-153 Et H H CH₂Cl Ph13-154 Et H H CHCl₂ Ph 13-155 Et H H CH₂F Ph 13-156 Et H H CHF₂ Ph13-157 Et H H Cl Ph 13-158 Et H H n-Pr 4-Cl-Ph 13-159 Et H H CH₂Cl4-Cl-Ph 13-160 Et H H CHCl₂ 4-Cl-Ph 13-161 Et H H CH₂F 4-Cl-Ph 13-162 EtH H CHF₂ 4-Cl-Ph 13-163 Et H H Cl 4-Cl-Ph 13-164 Et H H Et 4-Me-Ph13-165 Et H H n-Pr 4-Me-Ph 13-166 Et H H CH₂Cl 4-Me-Ph 13-167 Et H HCHCl₂ 4-Me-Ph 13-168 Et H H CH₂F 4-Me-Ph 13-169 Et H H CHF₂ 4-Me-Ph13-170 Et H H Cl 4-Me-Ph 13-171 Et H H Et 2-pyridyl 13-172 Et H H n-Pr2-pyridyl 13-173 Et H H CH₂Cl 2-pyridyl 13-174 Et H H CHCl₂ 2-pyridyl13-175 Et H H CH₂F 2-pyridyl 13-176 Et H H CHF₂ 2-pyridyl 13-177 Et H HCl 2-pyridyl 13-178 Et H H Me 2-pyridyl 13-179 Et H H Me5-Cl-pyridin-2-yl 13-180 Et H H Me 5-Br-pyridin-2-yl 13-181 Et H H Me5-F-pyridin-2-yl 13-182 Et H H Me 5-Me-pyridin-2-yl 13-183 Et H H Me4-Me-pyridin-2-yl 13-184 Et H H Me 2,4-Cl₂-Ph 13-185 Et H H Me4-CH₂COOH-Ph 13-186 Et H H Me 4-(MeCO)-Ph 13-187 Et H H Me 4-tBu-Ph13-188 Et H H Me 4-Cl-3-Me-Ph 13-189 Et H H n-Pr 4-Cl-Ph 13-190 Et H HMe 3-pyridyl 13-191 Et H H Me 4-pyridyl 13-192 Et H H C(O)OMe Ph 13-193Et H H Me 6-Me-pyridin-3-yl 13-194 Et H H Me 2,3-Cl₂-Ph 13-195 Et H H H4-Cl-Ph 13-196 Et H H Me 6-Cl-pyridin-3-yl 13-197 Et H H Me 2-thiazolyl13-198 Et H H Me 4-Me-thiazol-2-yl 13-199 Et H H Me 5-Br-thiazol-2-yl13-200 Et H H Me 5-Cl-thiazol-2-yl 13-201 Et H H Me 5-Me-thiazol-2-yl13-202 Et H H Me 4,5-Me₂-thiazol-2-yl 13-203 Et H H Me4,5-Cl₂-thiazol-2-yl 13-204 Et H H Me 4,6-Me₂-pyridin-2-yl 13-205 Et H HMe 2-pyrazinyl 13-206 Et H H Me 2-pyrimidinyl 13-207 Et H H Me5-Cl-pyrimidin-2-yl 13-208 Et H H Me 5-Br-pyrimidin-2-yl 13-209 Et H HMe 5-Me-pyrimidin-2-yl 13-210 Et H H Me 4,6-Me₂-pyrimidin-2-yl 13-211 EtH H Me 1,3-benzothiazol-2-yl 13-212 Et H H Me 7-Cl-1,3-benzothiazol-2-yl13-213 Et H H Me 1,5-Me₂-pyrazol-3-yl 13-214 Et H H Me 5-Me-pyrazin-2-yl13-215 Et H H Me 5-F-pyrimidin-2-yl 13-216 Et H H Me4,6-Me₂-pyrimidin-2-yl 13-217 Et H H Me 3-pyridazinyl 13-218 Et H H Me6-Me-pyridazin-3-yl 13-219 Et H H Me 1,2,4-triazin-3-yl 13-220 Et H H Me6-Me-1,2,4-triazin-3-yl 13-221 Me H H Me 5-Cl-pyridin-3-yl 13-222 Me H HMe 4-Br-3-Me-Ph 13-223 Me H H Me 4-Cl-6-Me-pyridin-2-yl 13-224 Me H H Me2-Me-pyridin-4-yl 13-225 Me H H Me 3,5-Cl₂-Ph 13-226 Me H H Mequinolin-2-yl 13-227 Me H H Me isoquinolin-3-yl 13-228 Me H H Me5-CF₃-pyridin-2-yl 13-229 Me H H Me 6-OMe-pyridin-2-yl 13-230 Me H H Me4-OMe-pyridin-2-yl 13-231 Me H H Me 4-Br-pyridin-2-yl 13-232 Me H H Me4-Cl-pyridin-2-yl 13-233 Me H H Me 4-F-pyridin-2-yl 13-234 Me H H Me3,4-Me₂-Ph 13-235 Me Me H Me 4-Cl-Ph 13-236 Me Me H Me 5-Cl-pyridin-2-yl13-237 Me Me H Me 5-Br-pyridin-2-yl 13-238 Me Me H Me5-Br-pyrimidin-2-yl 13-239 Me Me H Me 5-Cl-pyrimidin-2-yl 13-240 Me H HMe 4-NO₂-Ph 13-241 Me Me H Me 2-pyridinyl 13-242 Me H H Me5-allylpyridin-2-yl 13-243 Me H H Me 5-cyclopropylpyridin-2-yl 13-244 MeH H Me 5-ethynylpyridin-2-yl 13-245 Me H H Me 5-Ph-pyridin-2-yl 13-246Me H H Me 3-Br-Ph 13-247 Me H H Me 4-thiazolyl 13-248 Me H H Me2-Cl-thiazol-4-yl 13-249 Me H H Me 2-Br-thiazol-4-yl 13-250 Me H H Me5-OSO₂Me-pyridin-2-yl 13-251 Me H H Me 6-Cl-1,3-benzothiazol-2-yl 13-252Me H H Me 6-Br-1,3-benzothiazol-2-yl 13-253 Me H H Me1,3-benzoxazol-2-yl 13-254 Me H H Me 6-Cl-1,3-benzoxazol-2-yl 13-255 MeH H Me 6-Br-1,3-benzoxazol-2-yl 13-256 Me H H Me7-Cl-1,3-benzoxazol-2-yl 13-257 Me H H Me 5-NH₂-pyridin-2-yl 13-258 Me HH Me 5-OH-pyridin-2-yl 13-259 Me H H Me 5-OCHF₂-pyridin-2-yl 13-260 Me HH Me 5-MeO-pyridin-2-yl 13-261 Me H H Me 5-MeS-pyridin-2-yl 13-262 Me HH Me 5-NHMe-pyridin-2-yl 13-263 Me H H Me 5-NMe₂-pyridin-2-yl

(B) FORMULATION EXAMPLES

-   a) A dust is obtained by mixing 10 parts by weight of a compound of    the formula (I) and 90 parts by weight of talc as inert substance    and comminuting the mixture in a hammer mill.-   b) A wettable powder which is readily dispersible in water is    obtained by mixing 25 parts by weight of a compound of the formula    (I), 64 parts by weight of kaolin-containing quartz as inert    substance, 10 parts by weight of potassium lignosulfonate and 1 part    by weight of sodium oleoylmethyltaurinate as wetter and dispersant,    and grinding the mixture in a pinned-disk mill.-   c) A dispersion concentrate which is readily dispersible in water is    obtained by mixing 20 parts by weight of a compound of the    formula (I) with 6 parts by weight of alkylphenol polyglycol ether    (®Triton X 207), 3 parts by weight of isotridecanol polyglycol ether    (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling    range for example approximately 255 up to over 277° C.) and grinding    the mixture in an attrition ball mill to a fineness of below 5    microns.-   d) An emulsifiable concentrate is obtained from 15 parts by weight    of a compound of the formula (I), 75 parts by weight of    cyclohexanone as solvent and 10 parts by weight of oxyethylated    nonylphenol as emulsifier.-   e) Water-dispersible granules are obtained by mixing    -   75 parts by weight of a compound of the formula (I),    -   10 parts by weight of calcium lignosulfonate,    -   5 parts by weight of sodium lauryl sulfate,    -   3 parts by weight of polyvinyl alcohol and    -   7 parts by weight of kaolin,    -   grinding the mixture in a pinned-disk mill and granulating the        powder in a fluidized bed by spraying on water as granulation        liquid.-   f) Water-dispersible granules are also obtained by homogenizing and    precomminuting, in a colloid mill,    -   25 parts by weight of a compound of the formula (I),    -   5 parts by weight of sodium        2,2′-dinaphthylmethane-6,6′-disulfonate,    -   2 parts by weight of sodium oleoylmethyltaurinate,    -   1 part by weight of polyvinyl alcohol,    -   17 parts by weight of calcium carbonate and    -   50 parts by weight of water,    -   subsequently grinding the mixture in a bead mill, and atomizing        and drying the resulting suspension in a spray tower by means of        a single-substance nozzle.

(C) BIOLOGICAL EXAMPLES

1. Pre-emergence Herbicidal Effect and Crop Plant Compatibility

Seeds of monocotyledonous or dicotyledonous weeds or crop plants areplaced in sandy loam soil in wood-fiber pots and covered with soil. Thecompounds (I) according to the invention, formulated in the form ofwettable powders (WP), are then applied to the surface of the soil coverin the form of an aqueous suspension or emulsion at a water applicationrate of 600 I/ha (converted), with addition of 0.2% wetting agent.

Following the treatment, the pots are placed in the greenhouse and keptunder good growth conditions for the test plants. After about 3 weeks,the activity of the preparations is scored visually in comparison tountreated controls (herbicidal activity in percent (%): 100%activity=the plants have died, 0% activity=like control plants).

The compounds (I) according to the invention have good herbicidalpre-emergence activity against a number of harmful plants at anapplication rate of 0.32 kg or less of active substance per hectare. Forexample, the compound Nos. 1-28, 1-154, 2-2, 2-16, 2-28, 2-116, 2-120,2-132, 2-117, 1-116, 1-119, 1-210, 1-214, 1-236, 2-47, 2-64, 2-65,2-124, 2-135, 2-148, 2-155, 2-215, 2-217, 2-224, 2-241, 2-240, 2-243,2-249, 3-4, 3-25, 3-26, 3-112, 3-121, 3-135, 3-36, 3-161, 3-176, 3-353and other compounds from Tables 1 to 12 have good herbicidal activityagainst harmful plants such as Alopecurus myosuroides, Echinochloa crusgalli, Setaria viridis and Veronica persica when applied by thepre-emergence method at an application rate of 0.32 kg of activesubstance per hectare.

At the same time, when applied by the pre-emergence method, thecompounds according to the invention do not damage dicotyledonous cropssuch as oilseed rape even at high active compound dosages, and inaddition, they spare graminaceous crops such as wheat and rice. Some ofthe compounds according to the invention have high selectivity, and theyare therefore suitable for controlling unwanted vegetation inagricultural crops by the pre-emergence method.

2. Post-emergence Herbicidal Effect and Crop Plant Compatibility

Seeds of monocotyledonous and dicotyledonous weeds and crop plants areplaced in sandy loam soil in wood-fiber pots, covered with soil, andcultivated in a greenhouse under good growth conditions. 2 to 3 weeksafter sowing, the test plants are treated at the one-leaf stage. Thecompounds (I) according to the invention, formulated as wettable powders(WP), are then sprayed onto the green parts of the plants as an aqueoussuspension or emulsion at a water application rate of 600 I/ha(converted), with addition of 0.2% wetting agent. The test plants areallowed to stand in a greenhouse for about 3 weeks under optimum growthconditions, and the effect of the preparations is then scored visuallyby comparison with untreated controls (herbicidal activity in percent(%): 100% activity=the plants have died, 0% activity=like controlplants).

As evident from the results, the compounds (I) according to theinvention have good post-emergence herbicidal activity against a broadspectrum of weed grasses and broad-leaved weeds at an application rateof 0.32 kg or less of active substance per hectare. For example, thecompounds Nos. 1-28, 1-154, 2-2, 2-16, 2-28, 2-116, 2-120, 2-132, 2-117,1-116, 1-119, 1-210, 1-214, 1-236, 2-47, 2-64, 2-65, 2-124, 2-135,2-148, 2-155, 2-215, 2-217, 2-224, 2-241, 2-240, 2-243, 2-249, 3-4,3-25, 3-26, 3-112, 3-121, 3-161, 3-135, 3-136, 3-176, 3-353 and othercompounds from Tables 1 to 12 have good herbicidal activity againstharmful plants such as Avena fatua, Echinochloa crus galli, Loliummultiflorum, Setaria viridis, Veronica persica, Viola tricolor andAlopecurus myosuroides when applied by the post-emergence method at anapplication rate of 0.32 kg or less of active substance per hectare.

1. A compound of the formula (I) or a salt thereof

wherein Het is a six-membered heteroaromatic radical having twoheteroatoms as ring atoms, where the heteroatoms in the ring arenitrogen atoms and at least one nitrogen atom in the ring is located inthe 1,3-position to the ring carbon atom which is attached to thepyrazole radical; wherein R¹ is hydrogen or a hydrolyzable radical;wherein: R² and R³ are as follows: R² is hydrogen, halogen, or(C₁-C₆)-alkyl which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, (C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio, and (C₁ -C₄)-haloalkoxy; and R³ is hydrogen, halogen,or (C₁-C₆)-alkyl which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, (C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio, and (C₁-C₄)-haloalkoxy; or R² and R³ together withthe carbon atom to which they are attached are a carbocyclic saturatedor partially unsaturated ring having 3 to 6 carbon atoms which isunsubstituted or substituted by one or more radicals selected from thegroup consisting of halogen and (C₁-C₄)-alkyl; and wherein R⁴ is:hydrogen, halogen, or cyano; or (C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, or(C₂-C₆)-alkynyl, where each of the three last-mentioned radicalsindependently is unsubstituted or substituted by one or more radicalsselected from the group consisting of: halogen, cyano, hydroxyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio and optionally halogen-, cyano-, (C₁-C₄)-alkyl-, and(C₁-C₄)-haloalkyl-substituted (C₃-C₉)-cycloalkyl; or (C₃-C₉)-cycloalkyl,(C₅-C₉)-cycloalkenyl, or (C₅-C₉)-cycloalkynyl, where each of the 3last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of: halogen,(C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, and (C₁-C₄)-alkylthio; or phenylwhich is unsubstituted or substituted by one or more radicals selectedfrom the group consisting of halogen, cyano, nitro, carboxy,(C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio, (C₁-C₄)-alkanoyl, (C₁-C₄)-haloalkanoyl,[(C₁-C₄)-alkoxy]carbonyl, and [(C₁-C₄)-haloalkoxy]carbonyl; or(C₁-C₆)-alkanoyl which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, cyano,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio, and optionally (C₁-C₄)-alkyl- or(C₁-C₄)-haloalkyl-substituted (C₃-C₆)-cycloalkyl; or[(C₁-C₄)-alkoxy]carbonyl which is unsubstituted or substituted by one ormore radicals selected from the group consisting of halogen, cyano,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₄)-alkylthio, and optionally (C₁-C₄)-alkyl- or(C₁-C₄)-haloalkyl-substituted (C₃-C₆)-cycloalkyl; or[(C₃-C₉)-cycloalkoxy]carbonyl which is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen,(C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₂-C₄)-alkenyl, (C₂-C₄)-alkynyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy, and (C₁-C₄)-alkylthio; wherein R⁵is: an aryl radical which is unsubstituted or substituted and, includingsubstituents, has 6 to 30 carbon atoms; or a heteroaromatic radicalhaving 1 to 4 ring heteroatoms selected from the group consisting of N,O, and S, which is unsubstituted or substituted and, includingsubstituents, has 1 to 30 carbon atoms; and wherein (R⁶)_(n) are nsubstituents R⁶, where R⁶, in the case that n=1, or each of thesubstituents R⁶ independently of the others, in the case that n isgreater than 1, is: a radical halogen, hydroxyl, amino, nitro, carboxy,cyano, carbamoyl, (C₁-C₆)-alkyl, (C₁-C₆) haloalkyl,(C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₁-C₄)-akylthio-(C₁-C₄)-alkyl, mono- ordi-[(C₁-C₄)-alkyl]aminoalkyl, hydroxy-(C₁-C₄)-alkyl, (C₂-C₆)-alkenyl,(C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl, (C₂-C₆)-haloalkynyl,(C₁-C₆)-alkoxy, (C₁-C₆)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₆)-alkylthio, (C₁-C₆)-haloalkylthio, [(C₁-C₆)-alkoxy]carbonyl,[(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl, (C₁-C₆)-haloalkanoyl,mono- or di-[(C₁-C₄)-alkyl]aminocarbonyl, mono- ordi-[(C₁-C₆)-acyl]amino, mono- or di-[(C₁-C₄)-alkyl]amino,N—[(C₁-C₆)-acyl]-N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,(C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl, or(C₁-C₆)-haloalkylsulfonyl; or (C₃-C₉)-cycloalkyl or(C₅-C₉)-cycloalkenyl, where each of the two last-mentioned radicalsindependently is unsubstituted or substituted by one or more radicalsselected from the group consisting of halogen, (C₁-C₄)-alkyl, and(C₁-C₄)-haloalkyl; and wherein n is 0, 1, 2 or
 3. 2. The compound of theformula (I) or its salt as claimed in claim 1; wherein R¹ is: H; or(C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl, (C₃-C₉)-cycloalkyl,(C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl, or phenyl, where each of the7 last-mentioned radicals independently is unsubstituted or substitutedby one or more radicals selected from the group consisting of: halogen,cyano, thio, nitro, hydroxyl, also carboxy, (C₁-C₈)-alkyl,(C₁-C₈)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₈)-alkenyl,(C₂-C₈)-haloalkenyl, (C₂-C₈)-alkynyl, (C₂-C₈)-haloalkynyl, the 7last-mentioned radicals only in the case of cyclic base radicals,(C₁-C₈)-alkoxy, (C₂-C₈)-alkenyloxy, (C₂-C₈)-alkynyloxy,(C₁-C₈)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₈)-alkylthio,(C₂-C₈)-alkenylthio, and (C₂-C₈)-alkynylthio; and radicals of theformulae —NR*R**, —CO—NR*R**, and —O—CO—NR*R**; where each of theradicals and R* and R** in the 3 last-mentioned formulae independentlyof the others is H, (C₁-C₈)-alkyl, (C₂-C₈)-alkenyl, (C₂-C₈)-alkynyl,benzyl, substituted benzyl, phenyl, or substituted phenyl; or where theradicals R* and R** together with the nitrogen atom is a 3- to8-membered heterocycle which, in addition to the nitrogen atom, maycontain one or two further ring heteroatoms selected from the groupconsisting of N, O, and S, and which is unsubstituted or substituted byone or more radicals selected from the group consisting of (C₁-C₄)-alkyland (C₁-C₄)-haloalkyl; and [(C₁-C₈)-alkoxy]carbonyl,[(C₁-C₈)-alkoxy]thiocarbonyl, [(C₂-C₈)-alkenyloxy]carbonyl,[(C₂-C₈)-alkynyloxy]carbonyl, [(C₁-C₈)-alkylthio]carbonyl,[(C₂-C₈)-alkenylthio]carbonyl, [(C₂-C₈)-alkynylthio]carbonyl,(C₁-C₈)-alkanoyl, [(C₂-C₈)-alkenyl]carbonyl, [(C₂-C₈)-alkynyl]carbonyl,(C₁-C₄)-alkylimino, (C₁-C₄)-alkoxyimino, [(C₁-C₈)-alkyl]carbonylamino,[(C₂-C₈)-alkenyl]carbonylamino, [(C₂-C₈)-alkynyl]carbonylamino,[(C₁-C₈)-alkoxy]carbonylamino, [(C₂-C₈)-alkenyloxy]carbonylamino,[(C₂-C₈)-alkynyloxy]carbonylamino, [(C₁-C₈)-alkylamino]carbonylamino,[(C₁-C₆)-alkyl]carbonyloxy, [(C₂-C₆)-alkenyl]carbonyloxy,[(C₂-C₆)-alkynyl]carbonyloxy, [(C₁ -C₈)-alkoxy]carbonyloxy,[(C₂-C₈)-alkenyloxy]carbonyloxy, [(C₂-C₈)-alkynyloxy]carbonyloxy,(C₁-C₈)-alkylsulfinyl, and (C₁-C₈)-alkylsulfonyl; where each of the 27last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen, NO₂,(C₁-C₄)-alkoxy, and optionally substituted phenyl; and phenyl,phenyl-(C₁-C₆)-alkoxy, phenyl-[(C₁-C₆)-alkoxy]carbonyl, phenoxy,phenoxy-(C₁-C₆)-alkoxy, phenoxy-[(C₁-C₆)-alkoxy]carbonyl,phenoxycarbonyl, phenylcarbonyloxy, also phenoxycarbonyloxy,phenylcarbonylamino, phenyl-[(C₁-C₆)-alkyl]carbonylamino,phenyl-[(C₁-C₆)-alkyl]carbonyloxy, alsophenyl-[(C₁-C₆)-alkoxy]carbonyloxy, (C₃-C₇)-cycloalkyl,(C₃-C₇)-cycloalkoxy, also (C₃-C₆)-cycloalkyl-(C₁-C₆)-alkoxy, also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyl, also(C₃-C₆)-cycloalkoxy-(C₁-C₆)-alkoxy, also(C₃-C₆)-cycloalkoxy-[(C₁-C₆)-alkoxy]carbonyl, also(C₃-C₆)-cycloalkoxycarbonyl, also (C₃-C₆)-cycloalkylcarbonyloxy, also(C₃-C₆)-cycloalkoxycarbonyloxy, also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyloxy, also(C₃-C₆)-cycloalkylcarbonylamino, also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonylamino, and also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonyloxy; where each of the 26last-mentioned radicals independently is optionally also fused to acarbocyclic or heterocyclic ring and is, in the ring or in thepolycyclic system, unsubstituted or substituted by one or more radicalsselected from the group consisting of halogen, (C₁-C₄)-alkyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy, and nitro; andradicals of the formulae —SiR′₃, —O—SiR′₃, (R′)₃Si—(C₁-C₆)-alkoxy,—CO—O—NR′₂, —O—N═CR′₂, —N═CR′₂, —CH(OR′)₂, and —O—(CH₂)_(m)—CH(OR′)₂;where each of the radicals R′ independently of the others is H, or(C₁-C₄)-alkyl or phenyl which is unsubstituted or substituted by one ormore radicals selected from the group consisting of halogen,(C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy,and nitro, or which is substituted in two adjacent positions by a(C₂-C₆)-alkylene bridge; and where m is an integer of from 0 to 6; andradicals of the formula R″O—CHR′″CH(OR″)—(C₁-C₆)-alkoxy; where each ofthe radicals R″ independently of the others is H or (C₁-C₄)-alkyl, orthe radicals R″ together are a (C₁-C₆)-alkylene group; and where R′″ isH or (C₁-C₄)-alkyl; and radicals of the formula Het¹, where Het¹ is ineach case independently of the others a saturated, partiallyunsaturated, or heteroaromatic heterocyclyl radical having 3 to 9 ringatoms; where the heterocyclic radical in question contains 1 to 4heteroatoms, from the group consisting of N, O, and S; and where theheterocyclic radical in question is optionally also fused to acarbocyclic or heterocyclic ring and is, in the ring or in thepolycyclic system, unsubstituted or substituted by one or more radicalsselected from the group consisting of halogen, cyano, thio, nitro,hydroxyl, carboxy, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl,(C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl,(C₂-C₆)-alkynyl, (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy,(C₂-C₆)-alkenyloxy, (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,(C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio, (C₂-C₆)-alkenylthio,(C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkoxy,[(C₁-C₈)-alkoxy]carbonyl, [(C₁-C₆)-haloalkoxy]carbonyl, and oxo; orwherein R¹ is a polycyclic radical based on (C₃-C₉)-cycloalkyl,(C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl, or phenyl; where the basering is fused to a carbocyclic or heterocyclic ring; and where the basering or the polycyclic system is unsubstituted or substituted by one ormore radicals selected from the group consisting of halogen, cyano,thio, nitro, hydroxyl, carboxy, (C₁-C₆)-alkyl, (C₁-C₆)-haloalkyl,(C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-haloalkenyl,(C₂-C₆)-alkynyl, (C₂-C₆)-haloalkynyl, (C₁-C₆)-alkoxy,(C₂-C₆)-alkenyloxy, (C₂-C₆)-alkynyloxy, (C₁-C₆)-haloalkoxy,(C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio, (C₂-C₆)-alkenylthio,(C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl, (C₃-C₆)-cycloalkoxy,[(C₁-C₈)-alkoxy]carbonyl, [(C₁-C₆)-haloalkoxy]carbonyl, and oxo; orwherein R¹ is a saturated, partially unsaturated or heteroaromaticheterocyclyl radical having 3 to 9 ring atoms; where the heterocyclicradical in question contains 1 to 4 heteroatoms, from the groupconsisting of N, O, and S; and where the heterocyclic radical inquestion is optionally fused to a carbocyclic or heterocyclic ring andwhich is, in the ring or in the polycyclic system, unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen, cyano, thio, nitro, hydroxyl, carboxy, (C₁-C₆)-alkyl,(C₁-C₆)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₆)-alkenyl,(C₂-C₆)-haloalkenyl, (C₂-C₆)-alkynyl, (C₁-C₆)-haloalkynyl,(C₁-C₆)-alkoxy, (C₂C₆)-alkenyloxy, (C₂C₆)-alkynyloxy,(C₁-C₆)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₆)-alkylthio,(C₂-C₆)-alkenylthio, (C₂-C₆)-alkynylthio, (C₃-C₆)-cycloalkyl,(C₃-C₆)-cycloalkoxy, [(C₁-C₈)-alkoxy]carbonyl,[(C₁-C₆)-haloalkoxy]carbonyl, and oxo.
 3. The compound of the formula(I) or its salt as claimed in claim 1; wherein R¹ is: H; or(C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl, (C₃-C₉)-cycloalkyl,(C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl, or phenyl, where each of the7 last-mentioned radicals independently is unsubstituted or substitutedby one or more radicals selected from the group consisting of: halogen,cyano, thio, nitro, hydroxyl, also carboxy, (C₁-C₈)-alkyl,(C₁-C₈)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl, (C₂-C₈)-alkenyl,(C₂-C₈)-haloalkenyl, (C₂-C₈)-alkynyl, (C₂-C₈)-haloalkynyl, the 7last-mentioned radicals only in the case of cyclic base radicals,(C₁-C₈)-alkoxy, (C₂-C₈)-alkenyloxy, (C₂-C₈)-alkynyloxy,(C₁-C₈)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₈)-alkylthio,(C₂-C₈)-alkenylthio, and (C₂-C₈)-alkynylthio; and radicals of theformulae —NR*R**, —CO—NR*R**, and —O—CO—NR*R**; where each of theradicals R* and R** in the 3 last-mentioned formulae independently ofthe others is H, (C₁-C₈)-alkyl, (C₂-C₈)-alkenyl, (C₂-C₈)-alkynyl,benzyl, substituted benzyl, phenyl or substituted phenyl; or where theradicals R* and R** together with the nitrogen atom is a 3- to8-membered heterocycle which, in addition to the nitrogen atom, maycontain one or two further ring heteroatoms selected from the groupconsisting of N, O, and S, and which is unsubstituted or substituted byone or more radicals selected from the group consisting of (C₁-C₄)-alkyland (C₁-C₄)-haloalkyl; and [(C₁-C₈)-alkoxy]carbonyl,[(C₁-C₈)-alkoxy]thiocarbonyl, [(C₂-C₈)-alkenyloxy]carbonyl,[(C₂-C₈)-alkynyloxy]carbonyl, [(C₁-C₈)-alkylthio]carbonyl,[(C₂-C₈)-alkenylthio]carbonyl, [(C₂-C₈)-alkynylthio]carbonyl,(C₁-C₈)-alkanoyl, [(C₂-C₈)-alkenyl]carbonyl, [(C₂-C₈)-alkynyl]carbonyl,(C₁-C₄)-alkylimino, (C₁-C₄)-alkoxyimino, [(C₁-C₈)-alkyl]carbonylamino,[(C₂-C₈)-alkenyl]carbonylamino, [(C₂-C₈)-alkynyl]carbonylamino,[(C₁-C₈)-alkoxy]carbonylamino, [(C₂-C₈)-alkenyloxy]carbonylamino,[(C₂-C₈)-alkynyloxy]carbonylamino, [(C₁-C₈)-alkylamino]carbonylamino,[(C₁-C₆)-alkyl]carbonyloxy, [(C₂-C₆)-alkenyl]carbonyloxy,[(C₂-C₆)-alkynyl]carbonyloxy, [(C₁-C₈)-alkoxy]carbonyloxy,[(C₂-C₈)-alkenyloxy]carbonyloxy, [(C₂-C₈)-alkynyloxy]carbonyloxy,(C₁-C₈)-alkylsulfinyl, and (C₁-C₈)-alkylsulfony; where each of the 27last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen, NO₂,(C₁-C₄)-alkoxy, and optionally substituted phenyl; and phenyl,phenyl-(C₁-C₆)-alkoxy, phenyl-[(C₁-C₆)-alkoxy]carbonyl, phenoxy,phenoxy-(C₁-C₆)-alkoxy, phenoxy-[(C₁-C₆)-alkoxy]carbonyl,phenoxycarbonyl, phenylcarbonyloxy, also phenoxycarbonyloxy, alsophenyl-[(C₁-C₆)-alkoxy]carbonyloxy, phenylcarbonylamino,phenyl-[(C₁-C₆)-alkyl]carbonylamino, phenyl-[(C₁-C₆)-alkyl]carbonyloxy,(C₃-C₇)-cycloalkyl, and (C₃-C₇)-cycloalkoxy, also(C₃-C₆)-cycloalkoxycarbonyl, also (C₃-C₆)-cycloalkylcarbonyloxy, also(C₃-C₆)-cycloalkoxycarbonyloxy, also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonyloxy, and also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyloxy; where each of the 20last-mentioned radicals independently is, in the ring, unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,(C₁-C₄)-haloalkoxy, and nitro; and radicals of the formulae —SiR′₃,—O—SiR′₃, (R′)₃Si—(C₁-C₆)-alkoxy, —CO—O—NR′₂, —O—N═CR′₂,—N═CR′₂,—O—NR′₂, —CH(OR′)₂, and —O—(CH₂)_(m)—CH(OR′)₂; where each of theradicals R′ independently of the others is H, or (C₁-C₄)-alkyl or phenylwhich is unsubstituted or substituted by one or more radicals selectedfrom the group consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,(C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy, and nitro, or which issubstituted at two adjacent positions by a (C₂-C₆)-alkylene bridge; andwhere m is an integer from 0 to 6; and radicals of the formulaR″O—CHR′″CH(OR″)—(C₁-C₆)-alkoxy; where:  each of the radicals R″independently of the others is H or (C₁-C₄)-alkyl; or  the radicals R″together are a (C₁-C₆)-alkylene group; and where R′″ is H or(C₁-C₄)-alkyl; and radicals of the formula Het¹, where Het¹ is in eachcase independently of the others a saturated, partially unsaturated orheteroaromatic heterocyclyl radical haying 5 or 6 ring atoms; where therespective heterocyclic radical contains 1 to 3 ring heteroatomsselected from the group consisting of N, O, and S; and where therespective heterocyclic radical is optionally fused to a carbocyclic orheterocyclic 5- or 6-membered ring having 0 or 1 to 3 ring heteroatomsselected from the group consisting of N, O, and S; and where therespective heterocyclic radical, in the ring or in the polycyclicsystem, is unsubstituted or substituted by one or more radicals selectedfrom the group consisting of halogen, hydroxyl, (C₁-C₄)-alkyl,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl, and (C₁-C₄)-haloalkoxy.
 4. Thecompound of the formula (I) or its salt as claimed in claim 1; whereinR¹ is: H; or (C₁-C₁₈)-alkyl, (C₂-C₁₈)-alkenyl, (C₂-C₁₈)-alkynyl,(C₃-C₉)-cycloalkyl, (C₅-C₉)-cycloalkenyl, (C₅-C₉)-cycloalkynyl, orphenyl, where each of the 7 last-mentioned radicals independently isunsubstituted or substituted by one or more radicals selected from thegroup consisting of: halogen, cyano, thio, nitro, hydroxyl, alsocarboxy, (C₁-C₈)-alkyl, (C₁-C₈)-haloalkyl, (C₁-C₄)-alkoxy-(C₁-C₄)-alkyl,(C₂-C₈)-alkenyl, (C₂-C₈)-haloalkenyl, (C₂-C₈)-alkynyl,(C₂-C₈)-haloalkynyl, the 7 last-mentioned radicals only in the case ofcyclic base radicals, (C₁-C₈)-alkoxy, (C₂-C₈)-alkenyloxy,(C₂-C₈)-alkynyloxy, (C₁-C₈)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy,(C₁-C₈)-alkylthio, (C₂-C₈)-alkenylthio, and (C₂-C₈)-alkynylthio; andradicals of the formulae —NR*R**, —CO—NR*R**, and —O—CO—NR*R**; whereeach of the radicals R* and R** in the 3 last-mentioned formulaeindependently of the others is H, (C₁-C₈)-alkyl, (C₂-C₈)-alkenyl,(C₂-C₈)-alkenyl, benzyl, substituted benzyl, phenyl or substitutedphenyl; or where the radicals R* and R** together with the nitrogen atomis a 3- to 8-membered heterocycle which, in addition to the nitrogenatom, may contain one or two further ring heteroatoms selected from thegroup consisting of N, O, and S, and which is unsubstituted orsubstituted by one or more radicals selected from the group consistingof (C₁-C₄)-alkyl and (C₁-C₄)-haloalkyl; and [(C₁-C₈)-alkoxy]carbonyl,[(C₁-C₈)-alkoxy]thiocarbonyl, [(C₂-C₈)-alkenyloxy]carbonyl,[(C₂-C₈)-alkynyloxy]carbonyl, [(C₁-C₈)-alkylthio]carbonyl,[(C₂-C₈)-alkenylthio]carbonyl, [(C₂-C₈)-alkynylthio]carbonyl,(C₁-C₈)-alkanoyl, [(C₂-C₈)-alkenyl]carbonyl, [(C₂-C₈)-alkynyl]carbonyl,(C₁-C₄)-alkylimino, (C₁-C₄)-alkoxyimino, [(C₁-C₈)-alkyl]carbonylamino,[(C₂-C₈)-alkenyl]carbonylamino, [(C₂-C₈)-alkynyl]carbonylamino,[(C₁-C₈)-alkoxy]carbonylamino, [(C₂-C₈)-alkenyloxy]carbonylamino,[(C₂-C₈)-alkynyloxy]carbonylamino, [(C₁-C₈)-alkylamino]carbonylamino,[(C₁-C₆)-alkyl]carbonyloxy, [(C₂-C₆)-alkenyl]carbonyloxy,[(C₂-C₆)-alkynyl]carbonyloxy, [(C₁-C₈)-alkoxy]carbonyloxy,[(C₂-C₈)-alkenyloxy]carbonyloxy, [(C₂-C₈)- alkynyloxy]carbonyloxy,(C₁-C₈)-alkylsulfinyl, and (C₁-C₈)-alkylsulfonyl; where each of the 27last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen, NO₂,(C₁-C₄)-alkoxy and optionally substituted phenyl; and phenyl,phenyl-(C₁-C₆)-alkoxy, phenyl-[(C₁-C₆)-alkoxy]carbonyl, phenoxy,phenoxy-(C₁-C₆)-alkoxy, phenoxy-[(C₁-C₆)-alkoxy]carbonyl,phenoxycarbonyl, phenylcarbonyloxy, also phenoxycarbonyloxy, alsophenyl-[(C₁-C₆)-alkoxy]carbonyloxy, phenylcarbonylamino,phenyl-[(C₁-C₆)-alkyl]carbonylamino, phenyl-[(C₁-C₆)-alkyl]carbonyloxy,(C₃-C₇)-cycloalkyl, and (C₃-C₇)-cycloalkoxy, also(C₃-C₆)-cycloalkoxycarbonyl, also (C₃-C₆)-cycloalkylcarbonyloxy, also(C₃-C₆)-cycloalkoxycarbonyloxy, also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkyl]carbonyloxy, and also(C₃-C₆)-cycloalkyl-[(C₁-C₆)-alkoxy]carbonyloxy; where each of the 20last-mentioned radicals independently is, in the ring, unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl,(C₁-C₄)-haloalkoxy, and nitro; and radicals of the formulae —SiR′₃,—O—SiR′₃, (R′)₃Si—(C₁-C₆)-alkoxy, —CO—O—NR′₂, —O—N═CR′₂, —N═CR′₂,—O—NR′₂, —CH(OR′)₂ and —O—(CH₂)_(m)—CH(OR′)₂; where each of the radicalsR′ independendy of the others is H, or (C₁-C₄)-alkyl or phenyl which isunsubstituted or substituted by one or more radicals selected from thegroup consisting of halogen, (C₁-C₄)-alkyl, (C₁-C₄)-alkoxy,(C₁-C₄)-haloalkyl, (C₁-C₄)-haloalkoxy, and nitro, or which issubstituted at two adjacent positions by a (C₂-C₆)-alkylene bridge; andwhere m is an integer from 0 to 6; and radicals of the formulaR″O—CHR′″(OR″)—(C₁-C₆)-alkoxy; where each of the radicals R″independently of the others is H or (C₁-C₄)-alkyl, or the radicals R″together are a (C₁-C₆)-alkylene group; and where R′″ is H or(C₁-C₄)-alkyl; and radicals of the formula Het¹, where Het¹ is in eachcase independently of the others a saturated, partially unsaturated orheteroaromatic heterocyclyl radical having 5 or 6 ring atoms; where therespective heterocyclic radical contains 1 to 3 ring heteroatomsselected from the group consisting of N, O, and S; and where therespective heterocyclic radical is optionally also fused to acarbocyclic or heterocyclic 5- or 6-membered ring having 0 or 1 to 3ring heteroatoms selected from the group consisting of N, O, and S; andwhere the respective heterocyclic radical, in the ring or in thepolycyclic system, is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, hydroxyl,(C₁-C₄)-alkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-haloalkyl, and(C₁-C₄)-haloalkoxy.
 5. The compound of the formula (I) or its salt asclaimed in claim 1; wherein: R² is hydrogen, halogen, or (C₁-C₄)-alkylwhich is unsubstituted or substituted by one or more radicals selectedfrom the group consisting of halogen; and R³ is hydrogen, halogen, or(C₁-C₄)-alkyl which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen; or wherein R²and R³ together with the carbon atom to which they are attached are(C₃-C₆)-cycloalkyl or (C₅-C₆)-cycloalkenyl, where each of the 2last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen and(C₁-C₄)-alkyl.
 6. The compound of the formula (I) or its salt as claimedin claim 1; wherein R⁴ is: hydrogen, halogen, or cyano; or(C₁-C₄)-alkyl, (C₂-C₄)-alkenyl, or (C₂-C₄)-alkynyl, where each of thethree last-mentioned radicals independently is unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen and hydroxyl; or (C₃-C₆)-cycloalkyl which is unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen and (C₁-C₄)-alkyl; or phenyl which is unsubstituted orsubstituted by one or more radicals selected from the group consistingof halogen, nitro, (C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy,(C₁-C₄)-haloalkoxy, (C₁-C₄)-alkoxy-(C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio,[(C₁-C₄)-alkoxy]carbonyl, and [(C₁-C₄)-haloalkoxy]carbonyl; or(C₁-C₄)-alkanoyl which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, cyano,(C₁-C₄)-alkoxy, (C₁-C₄)-haloalkoxy and (C₁-C₂)-alkoxy-(C₁-C₂)-alkoxy; or[(C₁-C₄)-alkoxy]carbonyl which is unsubstituted or substituted by one ormore radicals selected from the group consisting of halogen; or[(C₃-C₆)-cycloalkoxy]carbonyl which is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen and(C₁-C₄)-alkyl.
 7. The compound of the formula (I) or its salt as claimedin claim 1; wherein R⁵ is a phenyl radical or a 5- or 6-memberedheteroaromatic radical having 1 to 3 ring heteroatoms selected from thegroup consisting of N, O and S; where the phenyl radical or theheterocyclic radical is unsubstituted or substituted by one or moreradicals selected from the group consisting of the radicals: (a)halogen, hydroxyl, amino, nitro, carboxy, cyano, and carbamoyl; (b)(C₁-C₆)-alkyl, (C₂-C₆)-alkenyl, (C₂-C₆)-alkynyl, (C₁-C₆)-alkoxy,(C₁-C₆)-alkenyloxy, and (C₁-C₆)-alkynyloxy, where each of the 6last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen,(C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy, (C₁-C₄)-alkylthio, mono- anddi-[(C₁-C₄)-alkyl]amino, hydroxyl, carboxy, [(C₁-C₄)-alkoxy]carbonyl,[(C₁-C₄)-haloalkoxy]carbonyl, mono- and di-[(C₁-C₄)-alkyl]aminocarbonyl,and cyano; (c) (C₁-C₆)-alkylthio, [(C₁-C₆)-alkoxy]carbonyl,[(C₁-C₆)-haloalkoxy]carbonyl, (C₁-C₆)-alkanoyl, (C₁-C₆)-haloalkanoyl,mono- and di-[(C₁-C₄)-alkyl]aminocarbonyl, mono- anddi-[(C₁-C₆)-acyl]amino, mono- and di-[(C₁-C₄)-alkyl]amino,N—[(C₁-C₆)-acyl]N—[(C₁-C₆)-alkyl]amino, (C₁-C₆)-alkylsulfinyl,(C₁-C₆)-haloalkylsulfinyl, (C₁-C₆)-alkylsulfonyl,(C₁-C₆)-haloalkylsulfonyl, (C₁-C₆)-alkylsulfinyloxy,(C₁-C₆)-haloalkylsulfinyloxy, (C₁-C₆)-alkylsulfonyloxy,(C₁-C₆)-haloalkylsulfonyloxy, and (C₁-C₆)-alkylsulfato,(C₁-C₆)-haloalkylsulfato; and (d) (C₃-C₆)-cycloalkyl,(C₃-C₆)-cycloalkyloxy, phenyl, and phenoxy, where each of the 4last-mentioned radicals independently is unsubstituted or substituted byone or more radicals selected from the group consisting of halogen,(C₁-C₄)-alkyl, (C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy,and (C₁-C₄)-alkylthio; and where two adjacent substituents may form afused-on 5- or 6-membered ring which is carbocyclic or may containanother 1 to 3 ring heteroatoms selected from the group consisting of N,O, and S, and which is unsubstituted or substituted by one or moreradicals selected from the group consisting of halogen, (C₁-C₄)-alkyl,(C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy, (C₁-C₆)-haloalkoxy, and(C₁-C₄)-alkylthio.
 8. The compound of the formula (I) or its salt asclaimed in claim 1; wherein (R⁶)_(n) is n substituents R⁶, where R⁶, ifn=1, or each of the substituents R⁶ independently of the others, if n isgreater than 1, is a radical halogen, cyano, (C₁-C₄)-alkyl,(C₁-C₄)-haloalkyl, (C₁-C₄)-alkoxy, (C₁-C₄)-alkylthio,(C₁-C₄)-alkylsulfinyl, (C₁-C₄)-haloalkylsulfinyl, (C₁-C₄)-alkylsulfonyl,or (C₁-C₄)-haloalkylsulfonyl; and wherein n is 0, 1, 2 or
 3. 9. Aprocess for preparing a compound of the formula (I) as defined in claim1 or a salt thereof, wherein: (a) a compound of the formula (II),H₂N—NH-Het(R⁶)_(n)  (II) where Het and (R⁶)_(n) are as defined forformula (I), is reacted with a compound of the formula (III),

where R¹, R², R³, R⁴ and R⁵ are as defined for formula (I), to give thecompound of the formula (I) or its salt; or (b) if R¹ in formula (I) isdifferent from hydrogen, a compound of the formula (I′),

where Het, R², R³, R⁴, R⁵ and R⁶ are as defined for formula (I), andwhere R is a radical which is different from the radical R¹ anddifferent from hydrogen selected from the group of radicals as definedfor R¹, or an anhydride, acid halide or an activated ester of thecompound of the formula (I′) in which R=H, is reacted with a compound ofthe formula (IV),R¹—OH  (IV) where R¹ is as defined for formula (I), to give the compoundof the formula (I); or (c) if R¹ in formula (I) is different fromhydrogen, a compound of the formula (I″),

where Het, R², R³, R⁴, R⁵ and R⁶ are as defined for formula (I), is, ifappropriate after activation of the acid group, reacted (esterified)with a compound of the formula (IV),R¹—OH  (IV) where R¹ is as defined for formula (I), to give the compoundof the formula (I); or (d) if the compound of the formula (I) in whichR=H or its salt is prepared, a compound of the formula (I′) [seedefinition in variant (b)] is hydrolyzed to give the compound of theformula (I) or its salt; or g) a compound of the general formula (XI) isreacted with a boron derivative of the formula (XII) in the presence ofa Cu(I) or Cu(II) salt and an organic base, if appropriate in a solvent,

where, in the formulae (XI) and (XII), Het, R¹, R², R³, R⁴, R⁵, and R⁶have the meanings given above for formula (I), and where R⁸ is H or(C₁-C₆)-alkyl, or the two alkyl radicals R⁸ are linked cyclically; or h)a compound of the general formula (XV) is reacted with a compound of thegeneral formula (III) in the presence of an acid, if appropriate in asolvent, to give the compound of the formula (I) or its salt,

where in the formulae (XV) and (III) Het, R¹, R², R³, R⁴, R⁵, and R⁶ areas defined for formula (I), and LG is a leaving group; or i) a compoundof the general formula (XVI), where R⁶ is as defined for formula (I), isreacted with di-tert-butyl azodicarboxylate (DBAD, XVII) in the presenceof a copper salt, optionally in a solvent, to give a compound of theformula (XVIII) in which R⁶ is as defined for formula (I), which isthen, via compounds of the formula (II) or salts thereof, in which R⁶ isas defined for formula (I), and the process according to process a),converted into compounds of the formula (I):


10. An herbicidal or plant growth-regulating composition comprising: oneor more compounds of the formula (I) or salts thereof as claimed inclaim 1; and formulation auxiliaries customary in crop protection.
 11. Amethod for controlling harmful plants or for regulating the growth ofplants, comprising: applying an effective amount of one or morecompounds of the formula (I) or salts thereof as claimed in claim 1 ontothe plants, plant seeds or the area under cultivation.
 12. The method asclaimed in claim 11; wherein the compounds of the formula (I) or saltsthereof are employed for controlling harmful plants or for regulatingthe growth in crops of useful plants or ornamental plants.
 13. Themethod as claimed in claim 12; wherein the crop plants are transgeniccrop plants.
 14. The compound of the formula (I) or its salt as claimedin claim 1; wherein R¹ is: hydrogen; or an optionally substitutedhydrocarbon radical or an optionally substituted heterocyclyl radical,where each of the two last-mentioned carbon-containing radicalsindependently has, including substituents, 1 to 30 carbon atoms; or aradical of the formula SiR^(a)R^(b)R^(c), —NR^(a)R^(b), or—N═CR^(c)R^(d), where in the 3 last-mentioned formulae: the radicalsR^(a) and R^(b) are as follows: each of the radicals R^(a) and R^(b)independently of the others is hydrogen or an optionally substitutedhydrocarbon radical; or R^(a) and R^(b) together with the nitrogen atomare a 3- to 9-membered heterocycle which, in addition to the nitrogenatom, may contain one or two further ring heteroatoms selected from thegroup consisting of N, O and S and which is unsubstituted orsubstituted; and the radicals R^(c) and R^(d) are as follows: each ofthe radicals R^(c) and R^(d) independently of the others is hydrogen oran optionally substituted hydrocarbon radical; or R^(c) and R^(d)together with the carbon atom are a 3- to 9-membered carbocyclic radicalor a heterocyclic radical which may contain 1 to 3 ring heteroatomsselected from the group consisting of N, O and S, where the carbocyclicor heterocyclic radical is unsubstituted or substituted; where each ofthe radicals R^(a), R^(b), R^(c), and R^(d) independently, includingsubstituents, has up to 30 carbon atoms.